Vacation Rentals By Owner In Cambridge, MD

Across from Marina! Perfect for IRONMAN spectators and athletes - enjoy private views of the run course and easy access to the finish line festivities.brbrExperience the best of Cambridge at this beautiful home nestled between the waterfront and downtown area. You’ll be close to the action and enjoy the seafood and history. From sun-drenched living areas to a functional kitchen and a screened porch for evening drinks, this 3 bedroom + bonus room has it all.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 twin bedbr- Bonus Room: 1 queen bedbrbrINDOOR LIVINGbr- Smart TVs (Flat screen)br- Dining table, kids' table & chairs, high chairsbr- Kid's toys, books & climbing wallbr- Peloton bikebrbrOUTDOOR LIVINGbr- Deck & front porch w/ river viewsbr- Fenced-in yardbr- Patio w/ fire pitbr- Gas grill & wood-burning smokerbr- Firewood providedbr- Screened-in porch w/ dining tablebr- Chicken coopbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Keurig K-Duobr- Blender, toaster, microwavebr- Cooking basics, dishware & flatwarebr- SpicesbrbrGENERALbr- Free WiFibr- Electric A/C (3 units) & gas heating, ceiling fansbr- Washer/dryer, iron & boardbr- Linens & towelsbr- Complimentary toiletries, hangersbr- Keyless entrybrbrFAQbr- 2 exterior security cameras (facing out)br- Quiet hours (9:00 PM-8:00 AM)brbrACCESSIBILITYbr- 3 steps for entry, 2-story homebr- 2 bedrooms, 1 full bathroom & bonus room on 1st floorbrbrPARKINGbr- Gravel driveway (3 vehicles)br- Trailer/RV parking allowedbrbr-- THE LOCATION --brbr- Waterfront home across the street from Long Wharf Park, Marina, Lighthouse & Cambridge Yacht Clubbr-10 minute walk to downtownbr- 0.6 miles to the Harriet Tubman Museum and Educational Centerbr- 0.9 miles to Gerry Boyle Park at Great Marshbr- 3 miles to Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marinabr- 12 miles to the Blackwater National Wildlife Refuge Visitor Centerbr- 39 miles to Salisbury Regional Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Please observe quiet hours from 9:00 PM to 8:00 AMbr- Must be at least 18 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 3 steps for entry; the 1st floor features 2 bedrooms, a bonus room, and 1 full bathroombr- Your safety matters. This property features 2 exterior security cameras: camera 1 is in the front facing the yard, and camera 2 is in the back facing the backyard. The cameras do not look into any interior spaces. They record video and sound when motion is detected

Waterfront Retreat w/ Fire Pit, Porch & Fresh Eggs

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$443.08

Welcome to Choptank Riverside Retreat, your peaceful escape in historic Cambridge, MD. Designed for rest and rejuvenation, this serene waterfront home invites you to slow down and enjoy the simple pleasures—like morning coffee with river views, home-cooked meals in a fully equipped kitchen, or a quiet day spent exploring town or relaxing indoors.brThe spacious living area includes three comfy sofas, a Smart TV, and board games, while three large bedrooms—featuring a king bed and five queens—provide plenty of room for up to 12 guests. Two full bathrooms offer spa-like touches for added comfort. Whether you're gathered around the island for breakfast or dining in style, this home has everything you need to relax and recharge.brAnd that’s just the beginning—Choptank Riverside Retreat also includes premium amenities like:brbrThe SpacebrThis spacious home comfortably sleeps up to 12 guests and features:br3 Large BedroomsbrBedroom 1: 1 King Bed + 1 Queen-size bunk bed, ensuite bath, walk-in closet, smart TV, private deck accessbrBedroom 2: 1 Queen-size bunk bed, full closet, HD TVbrBedroom 3: 1 Queen Bed, full closet, dresser, HD TVbrbr2 BathroomsbrPrimary ensuite with double faucet vanity and rainfall showerbrGuest bathroom with shower, adjacent to Bedrooms 2 & 3brOpen Living Areabr3 plush sofas, coffee table, Smart TV, board gamesbrDining area for 4 and breakfast island seatingbrbrModern KitchenbrFully stocked with cookware, utensils, dishes, mugs & glassesbrElectric range stove with built-in air fryer ovenbrCoffee maker (with coffee & tea provided), toaster, fridge/freezerbrWasher & dryer (with detergent provided)brbrOutdoor Fun on the EstatebrMake the most of your stay with exclusive access to:br✔ Private pier for fishing, crabbing, and boatingbr ✔ Fire pit with seating – perfect for s’mores and storiesbr ✔ Gas grill and outdoor dining patiobr ✔ Screened-in porch + 3 additional outdoor seating areasbr ✔ Biking, walking trails, and yoga/meditation spacesbr ✔ Mini-golf turf practice area, playground, and lawn gamesbr ✔ Optional golf cart & adult tricycle rentals for easy exploringbr ✔ Fish cleaning station, pedal boats, and a basketball hoopbr ✔ EV charger and parking for up to 4 vehiclesbrNote: Kayaks are not included, but local rentals are nearby!brbrLocal Spots & Travel TipsbrYou're only:br15 min from Harriet Tubman Underground Railroad Visitor Centerbr10 min from Blackwater Wildlife Refugebr5–7 min from downtown Cambridge, RAR Brewing, Snappers, and Blue Ruinbr3 min to River Marsh Golf Club at Hyatt Chesapeake Baybr12 min to Walmart & Food Lion for groceriesbr90 min from BWI Airport | 30 min from Salisbury Airport | 2 hrs from DCAbrbrLocal coffee shops nearby:brBlack Water Bakery – 6.5 mi / 11 minbrDunkin’ – 7 mi / 13 minbrbrWhy Guests Love Itbr✔ Peaceful private waterfront settingbr ✔ Loaded with fun family- and pet-friendly amenitiesbr ✔ Minutes from festivals, seafood, nature trails, and museumsbr ✔ Perfect for reunions, romantic getaways, fishing trips, and retreatsbr ✔ Personalized welcome guide and thoughtful touches throughoutbrbrEssentials & Extras Includedbr✔ Clean linens & towels for every guestbr ✔ Shampoo, conditioner, and body washbr ✔ Toilet paper (starter supply), dish soap, paper towelsbr ✔ Laundry detergentbr ✔ Self check-in via smart lockbr ✔ High-speed Wi-Fi – ideal for remote workbr ✔ Family-friendly extras: board games, high chair, Pack ‘n PlaybrbrCheck-In & Check-OutbrCheck-In: 3:00 PMbrCheck-Out: 12:00 PMbrbrWe’re available 24/7 via message to ensure a smooth and relaxing stay.brbrWhether you’re casting a line at sunrise, sipping wine by the fire pit, or exploring historic Cambridge, Choptank Riverside Retreat offers the ultimate Eastern Shore experience. Book now and start your unforgettable waterfront escape!

Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$104.09

The Crabby Little Oyster Cottage offers incomparable peace and quiet and convenience. This home has some special touches w/hints of luxury & vintage charm. There are views of Jenkins Creek & the Choptank River from almost every window. There is a fabulous new sunroom and an oversized 2 car garage. The breezeway and front porch offer wonderful spots to watch the sunrise and sunsets. There is a small pier and an area to launch your kayaks/canoes. Strictly a pet and smoking free home both inside & out. This home is perfect for a girls trip, Ironman/Eagleman events, Waterfowl Festival, a romantic weekend, couples getaway, small family reunion or someone just wanting to visit the quaint town of Cambridge.

Cottage

The Crabby Little Oyster Cottage in Cambridge MD

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$282.67

Welcome to The Cottage at Hudson Creek — a cozy waterfront retreat with its own private boat ramp and a large, newly built pier right on the property. Launch your own boat from the private ramp or enjoy the water with our provided toys: two one‑person kayaks, two brand‑new paddleboards, and two crab pots for guests who want to try catching fresh Chesapeake blue crabs.brbrFor crab feasts, we provide two portable folding tables and all the accessories needed for steaming and enjoying your catch. The dock also includes holders for two market umbrellas, giving you shade while you relax by the water. Additional outdoor amenities include a natural firepit, cornhole, tiki lamps, many foldable chairs, two adult bikes (with a small electric air compressor if needed), and two charcoal grills — one large and one small.brbrInside the main cottage, you’ll find two upstairs bedrooms — one with a queen bed and one with a full. The living room includes a queen sleep sofa, and the full bath is conveniently located on the first floor. The home also features a full‑size stacked washer and dryer, a well‑equipped kitchen, a screened‑in front porch, a large Smart TV with DVD player and a nice assortment of movies, plus free WiFi.brbrThe carriage house studio adds extra flexibility with a queen sleep sofa, full bath, mini‑fridge, microwave, Keurig, large Smart TV, free WiFi, and its own outdoor shower. The patio includes a table, chairs, and a cantilever umbrella for shaded outdoor lounging.brbrWe provide all paper products (toilet paper, paper towels, facial tissues, table napkins, and two sizes of trash bags) as well as cleaning essentials including dish soap, dishwasher detergent, laundry detergent, dryer sheets, and table/counter cleaners.brbrHudson Wharf Road is located about 9 miles from Cambridge — close enough to enjoy restaurants, galleries, and shops, yet far enough to take in the peaceful sights and sounds of wildlife along Hudson Creek. With only open land across from the dock, the views are wide, quiet, and beautifully natural. The house itself was built by shipbuilders back in the day, adding a touch of Eastern Shore history and charm.brbrThis peaceful escape offers comfort in every season — perfect for summer adventures, autumn getaways, winter quiet, and spring exploring. It’s also an ideal spot for hunters during the fall and winter seasons, offering privacy, easy access to local hunting areas, and a warm, cozy place to unwind after a long day outdoors. brbr***Please note: No pets allowed.***

Cottage

Waterfront Cottage at Hudson Creek - Cozy Year-Round Retreat

Cambridge, Maryland, United States

3

Bed

2

Bath

6

Sleeps

$2501.45

Discover the epitome of luxury at this 7-bedroom, 5.5-bathroom vacation rental in Cambridge. Boasting over 10,000 square feet of living space, this family-friendly home offers an indoor pool, an on-site dock, and a spacious outdoor area for unforgettable gatherings. Explore nearby attractions such as the Harriet Tubman Underground Railroad Park or Main Street. Whether you want to fish on the dock or relax by the pool, this home makes the perfect retreat for your Eastern Shore getaway.brbr-- THE PROPERTY --brbr10,333 Sq Ft | Family Reunion Friendly | Indoor Swimming Pool | 11 Mi to Downtown CambridgebrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Queen Beds | Bedroom 4: King Bed | Bedroom 5: 3 Queen Beds | Bedroom 6: King Bed | Bedroom 7: Twin Bed, Twin Daybed w/ Twin Trundle | Living Room: Sleeper Sofa | Den: Full Daybed | Game Room: Sleeper Sofa brbrINDOOR LIVING: Multiple spacious living rooms, Smart TVs, group-friendly dining tables, wet bar, fireplaces, game room w/ pool table, office space, DVD player, board games, books, stereo, indoor pool brOUTDOOR LIVING: Private dock, kayaks, bikes, spacious screened patio, outdoor dining table, hot tub, patio w/ fire pit, large deck w/ outdoor seating, swing set, huge unfenced yard, on-site water access, gas grill, outdoor speakersbrKITCHEN: Cooking basics, coffee maker, dishwasher, stove/oven, refrigerator, microwave, ice maker, toaster, dishware & flatware brGENERAL: Free WiFi, keyless entry, complimentary toiletries, linens & towels, in-unit washer & dryer, central heating & air conditioning, hair dryer, iron/board, trash bags & paper towels brFAQ: Stairs required for access brPARKING: Driveway (open parking), RV/trailer parking available on-sitebrbr-- THE LOCATION --brbrADVENTURE: Long Wharf Park (11 miles), Mid-Shore Fishing Club (12 miles), Salt Tale Charters (16 miles), Layton's Chance Vineyard & Winery (24 miles), Triple Creek Winery (34 miles)brSAIL AWAY: Bluewater Marina (12 miles), Ferry Point Marina (15 miles), Dickerson Harbor Boatyard (21 miles)brNATURE: Sailwinds Park (12 miles), Gerry Boyle Park (12 miles), Harriet Tubman Underground Railroad National Historic Park (20 miles), Blackwater National Wildlife Refuge Visitor Center (21 miles)brAIRPORT: Salisbury Regional Airport (50 miles), Baltimore/Washington International Thurgood Marshall Airport (91 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs to access

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$1855.0

Treat yourself to this unique waterfront retreat where you’ll enjoy stunning ocean liner views of the Choptank River from nearly every room and the waterfront pool, and you and your dearest ones can't help but make lifetime memories. This sumptuous home and extensive grounds are part of an historic Maryland estate that also boasts more than 4400 square feet of living space. Here, on land that was once part of the DuPont family’s Chesapeake Bay retreat, you’ll find ample room to spread out, fun activities to engage everyone in your party, and plenty of modern creature comforts. brbr brbrMost of the amenities at Blue Water Farm are oversized and overlook the mighty Choptank River, starting with the manor house on the water’s edge that boasts 7 bedrooms, 4 ½ baths, a large living room with fireplace, formal dining room and two kitchens. brbr brbrBedrooms:brbrManor House’s Main Wing: A massive master bedroom suite with its own fireplace and full bath also has picture windows on three sides, so you can choose to watch the morning waves, oystermen and osprey from bed or a corner chaise lounge. Two more spacious bedrooms are down the hall - the Riverview Room with king-sized brass bed and the Great Blue Heron room with queen bed. brbr brbrSouth wing: The Palm Suite has a queen bed, its own full bath and a 100-year-old magnolia tree outside. Upstairs, the Cedar Room resembles a roomy captain’s quarters with a queen-sized bed, and the sunny Bunk Room has beds for six. A full laundry and mudroom is down the hall. brbr brbrGuest house/party room:brbrTo add to your options for fun, a large guest house is perched on the waterfront just steps away from the main house, with its own large billiards room, separate party room, bar, kitchen and the property’s 7th bedroom suite with full bath. Perfect for an informal dance party, karaoke night, a place to gather for the big game, or a separate teen hang-out space. brbr brbrOutside: brbrDip in the oversized pool or just take in the views from lounge chairs on the sunny brick deck. Grill on the outdoor patio, then dine alfresco, with seating for 20. Gather a dozen of your closest pals for cocktails on the comfy sofas on the extended three-sided screen porch, or at the end of the new 120-foot pier. Explore the private beach, perfect for bonfires, river swims and sunbathing, as well as a boat launch that's ideal for the kayaks we have on hand. On the spacious grounds, read a book in the hammock while the kids enjoy the private playset nearby. Feeling more ambitious Hike through the 143-acre estate, along the shoreline or through the farm fields of our own Horns’ Point, the site of one the earliest English settlements on the Eastern Shore.brbr brbrOther things to notebrbr* Wi-Fi brbr* Two desks for work spacesbrbr* Two oversized smart TVsbrbr* No partiesbrbr* No petsbrbr brbrABOUT THIS RENTAL:brbrMain Housebrbr4400 sq. ftbrbrGuest Housebrbr1000 sq. ftbrbr7 bedroomsbrbr11 bedsbrbrSleeps 18-20brbr6 bathroomsbrbr5 full bathsbrbr1 half bathbrbrSpacesbrbr3 kitchensbrbrPool DeckbrbrScreened in Porch/PatiobrbrDining RoombrbrTV/party roombrbrBilliards room with pool table and barbrbrGuest house party room with smart TVbrbrOutdoorsbrbrHuge private poolbrbrPool deck with dining area, Adirondack chairs and sunning loungesbrbrLarge fire pit for bonfiresbrbrBoat launch with three kayaks on property brbrPier and boat dockbrbrGas grill and picnic tablesbrbrWant to explore the area Visit quaint Cambridge with its great window shopping and foodie restaurants, like The High Spot, Ava’s or Blue Ruin. Take in the harbor views with your crabcake on the deck at Snapper’s. Enjoy the craft of great mixologists at Blue Ruin or wine pairings at Vintage 414. Visit the Harriet Tubman visitor center - just a fifteen minute drive away - for an immersive look into the life of this founding member of the Underground Railroad. Gather a foursome for golf at nearby River Marsh. Bike or kayak through the Blackwater National Wildlife Refuge, less than 10 miles away. brbr brbr-- THE PROPERTY --brbrLocated on the banks of the Choptank River, 5 minutes from downtown Cambridge. brbr brbrBEDROOMS:brbr1.Master Bedroom Suite: King Bed, Desk and Chaise Lounge with newly-built full bathbrbr2. Riverview Room: King Bed with shared bathbrbr3. Great Blue Heron Room: Queen Bed with shared bathbrbr4. Palm Room Suite: Queen Bed with full bathbrbr5. Cedar Room: Queen Bed with shared bathbrbr6. Bunk Room: Three Twin Beds and one Twin-over-Full bunk bed with shared bathbrbr7. Guest House Bedroom Suite: Queen Bed with full bathbrbr brbrMANOR HOUSE INDOOR AMENITIES:brbrDining room, living roombrbrBar and separate game/reading roombrbrTwo kitchens, eat-in breakfast areabrbrWifi and two desks to use as work spacesbrbrLaundry room and mud roombrbr brbr brbrOUTDOORS: brbrThree-sided screened porch overlooking water, with sofas, chairs and dining tablebrbrLarge 20’ x 40’ poolbrbrOutdoor pool deck with Adirondack chairs, pool chaise lounges.brbrOutdoor dining table with umbrellas and outdoor picnic tables.brbrGas grill brbrPrivate beachbrbrFire pit for bonfires with chairsbrbrBoat launch with three kayaksbrbrBoat dock and 120-foot pier brbrChildren’s Play SetbrbrHammock brbrFarm road and trails for jogging, walkingbrbr brbrKITCHEN: Extensive dishware and glassware and serving ware for large groups. Cooking basics, including knives, microwave, blender, spices, drip coffee maker, toaster.brbrKITCHEN EXTRAS: One-push super-automatic espresso and latte maker; waffle maker brbrGENERAL: Free WiFi, keyless entry, central A/C & heating, linens/towels, dish soap, complimentary paper products, hair dryers.brbrPARKING: Driveway can accommodate up to 8 vehicles

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$217.3

Cambridge is waiting for you at this enchanting 4-bedroom house. Step inside and be greeted by the amazing decor that exudes warmth and comfort. The bedrooms offer a variety of sleeping arrangements, including a king bed, queen bed, bunk bed, and two full beds. You'll find everything you need in the bathrooms, complete with showers and hair dryers. As you explore the property, you'll discover the welcoming living spaces, perfect for relaxing and spending quality time with your loved ones. Whether you're enjoying the heating during cooler months or taking advantage of the WiFi to stay connected, this house has it all. We'll be available to answer any questions while you stay at our place.

La Casa Azul . with Wi-Fi, AC

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$481.69

Welcome to Conductor's Rest, a fully renovated 2-bedroom historic condo nestled in the heart of downtown Cambridge, Maryland, with its fabulous downtown pubs, galleries, and boutiques and close to the Harriet Tubman Center, Blackwater Wildlife Refuge, and Sailwinds Park. Located in a fully renovated historic building, the space offers the perfect blend of charm and modern comfort.brbrThe primary bedroom includes a king size bed and walk in closet. The second bedroom includes 2 twin beds and closet. The living room includes a sectional couch that transitions into a queen size bed. There is 1 large full bath in the property that includes a tub/shower as well as full sized washer & dryer. All linens, including bedding, bath towels and washcloths, and kitchen towels are provided.The property also includes coffee and tea as well as soaps, shampoo and conditioner.br

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$375.73

Second floor apartment overlooking the Cambridge Creek and the beautiful Choptank River. Ideal location at the end of historic High Street and adjacent to the city marina. Walk to downtown for shopping and dining. Take advantage of having a front row seat to the finish line of Ironman Maryland. Beach, pier and large yard made available for your use. Bring your kayak, paddleboard, or boat and enjoy all Cambridge has to offer or just sit on the end of the pier to watch the sunrise or sunset.br

High Water Guest House

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$546.1

Game Room | Scenic Waterfront Deck | Community Pool | Pet Friendly w/ Fee | EV ChargerbrbrExperience life in the heart of one of the country’s oldest Chesapeake communities when you stay at this Cambridge, MD, townhome. Nestled in Deep Harbor Marina near the banks of the Choptank River, this brand-new waterfront vacation rental with 4 bedrooms, 2 full baths, and 2 half baths will feel like your family’s home away from home. Walk to seafood restaurants or fire up the grill and dine al fresco!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 full bedbr- Bedroom 3: 1 twin bed, 1 twin daybedbr- Bedroom 4: 1 queen sleeper sofabrbrCOMMUNITY AMENITIESbr- Poolbr- Gated communitybr- Marinabr- Walking pathsbrbrINDOOR LIVINGbr- Game room w/ foosball, ping-pong & air hockey tablesbr- Flat-screen TVsbr- Stereo w/ CD & record playersbr- Dedicated workspacebr- 8-person dining tablebr- En-suite bathroom, walk-in closetbr- PlayStation, video game consolebrbrOUTDOOR LIVINGbr- Furnished deck, water & marina viewsbr- Gas grill, 6/8-person dining areabrbrKITCHENbr- Stove/oven, refrigerator, dishwasher, microwavebr- Dishware/flatware, cooking basicsbr- Drip coffee maker, espresso machine, electric kettle, coffee & teabr- Crockpot, air fryer, toaster, toaster ovenbr- Trash bags & paper towelsbrbrGENERALbr- Free WiFibr- Central heating & A/C, ceiling fansbr- Washer/dryer, laundry detergentbr- Linens/towelsbr- AirPlus certificationbrbrFAQbr- Pet fee (paid pre-trip)br- Quiet hours (10:00 PM-8:00 AM)br- 2 exterior security cameras (facing entries)brbrACCESSIBILITYbr- 3-story townhome, 3 exterior steps required to enterbr- All living areas on 2nd floorbr- All full bathrooms on 3rd floorbrbrPARKINGbr- Driveway (1 vehicle)br- Guest lot (first-come, first-served)br- EV chargerbrbr-- THE LOCATION --brbr- Located in gated community on Cambridge Creekbr- Walk to marinas, parks, restaurants, breweries, museumsbr- 1 mile to Choptank River Lighthousebr- 2 miles to River Marsh Golf Clubbr- 3 miles to Bill Burton Fishing Pier State Parkbr- 11 miles to Harriet Tubman Underground Railroad National Historical Park & Blackwater National Wildlife Refugebr- 38 miles to Salisbury Regional Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking or vapingbr- Pet friendly w/ $60 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This 3-story townhome requires 3 exterior steps to enter. While there is a bedroom on the 1st floor, interior staircases are required to access the living areas on the 2nd floor and the full bathrooms on the 3rd floorbr- Your safety matters. This property features 2 exterior security cameras facing out from the front and back entries. They do not look into any interior spaces. The cameras record video and sound when activated by motion

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$724.33

This beautiful large home consists of 5 bedrooms, 4 bathrooms with stunning views of the Chesapeake. The home offers a large front porch and a massive wrap around deck. The deck has a grill and basketball hoop. The 1st floor consists of a dining room that seats 6, family/living room with a 55in flat screen TV with DVD player, large windows and 3 sliding glass doors that take you out to the deck overlooking the water. The kitchen has a large wrap around island that seats 8. The master bedroom has sliding glass doors that lead to the deck and the ensuite has a large soak in tub and shower. There is a washer/dryer, pantry 2 full bathrooms and 2 additional bedrooms.brbrThe 2nd floor consists of 2 bedrooms, a full bath and a large common area with TV and DVD player and ping pong table, desk and trundle bed and extra blow up mattresses if needed.brbrBring your Boat! Across the street you will find the Dorchester County Marina. Danny's Seafood is just a minute walk from the marina. There you will be provided with true Eastern shore hospitality. They offer crabs, seafood, soft shells, ice, skiff rentals and a huge fishing/crabbing pier. The Neck District Grill is 5 miles down the road. Enjoy a delicious breakfast, lunch or dinner. (Check hours of operations before going.)brbrThe house has puzzles, board games, books, crab traps, 2 single kayaks, 1 child kayak 1 SUP board, life jackets, portable duck blind, a few fishing rods, inflatable tubes, children's books and toys, water table for the littles, spike ball, and cornhole.brbrBring your own bikes or enjoy a few of ours and take a beautiful ride through Dorchester County while taking in the natural wildlife. There is osprey, blue heron, wild turkey and hopefully you will catch a glimpse of a bald eagle..... which the house is named after. We are located 15 miles from town so, please plan accordingly when arriving.brbrWe hope you will come and stay at Eagle Bay and come to enjoy and love our happy place!

Private 9 acre Family Retreat on the Chesapeake Bay

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$365.7

Take it easy at this unique and tranquil getaway located on the Choptank River with oceanliner views of the Chesapeake Bay. Take in the amazing sunsets, crab and fish off of the pier, or just chill by the firepit, relax and take in the stars at night.brLocated in the heart of the Eastern Shore this home is perfect for family getaways and vacations. Endless activities such as exploring the bay, kayaking, crabbing directly off of the pier, fishing, and bird watching. (Osprey Nest directly in the of the pier). brExplore the local area and sample the cuisine and friendly culture. Book a fishing trip or boat tour to the local Bay lighthouses or a simple sunset cruise. Or bring your own boat and launch it nearby. There's a free boat slip available at the local marina if you happen to have a bigger boat. Take a day trip to the Blackwater Refuge, take in local shopping and restaurants or simply enjoy what nature offers at the property.brThis property has tons of available ammenities for your use. Seasoned firewood for the firepit and we even provide bait for your crab traps! So simply bring your family and friends and we have the rest. This a property that you'll want to return to year after year!brbrSome recent property reviews from the owners page:brbr5/5 ExcellentbrMarissa S.brSep 7, 2022brVery nice!brJust what my husband and sons were looking for to end the summer. Peaceful fishing and crabbing.. They caught a lot which was wonderful. Beautiful sunsets. The hosts provide kayaks, SUPs and a Canoe.. And the day before last there happened to be amazing fireworks. The hosts were very accommodating given that it was a last minute rental. Also good communication.brStayed 3 nights in Sep 2022brbr5/5 ExcellentbrJohn C.brAug 30, 2022brLiked: CleanlinessbrBlending tranquility with adventurebrOur stay on the Eastern Shore was exactly what we needed: a quiet, low stress weekend of fun and relaxation. This cove on the Chesapeake Bay is outstanding for paddling and crabbing. We watched Osprey and Bald Eagles soar overhead and hunt for fish. The communication with our host was outstanding. Any questions we had were answered clearly and completely within minutes. We really appreciated arriving to baited crab traps full of crabs and logs already prepared in the firepit that lit fully with a single sheet of newspaper. Amazing weekend!!brStayed 3 nights in Aug 2022brbr5/5 ExcellentbrJeffrey D.brAug 17, 2022brLiked: CleanlinessbrPerfect access to the baybrMy husband, myself and our 15 year old son truly enjoyed staying at this house - it was clean, had plenty of space for us (with space to spare) and the amenities were perfect! Between the private dock, fantastic access to the bay and all of the water ‘toys’ (kayaks, SUP) we were able to really spend most of our time out on the water. My husband had more than his full of crabs which came easily in the traps that were already there and prepared. The wildlife around was amazing, too - even got amazing pictures of a bald eagle. All of the pictures that my son was able to catch were beautiful because of the area. Heidi was responsive and easy to connect with to ask questions and you could tell that the house and property were well maintained - lovely flowers and just homey all around. Plus, you really felt that they tried to think of everything that you could possibly want in your stay. It was really a wonderful place to completely ‘disconnect’ from our devices and enjoy the surroundings!brbr5/5 Excellentbrjoseph o., hanoverbrAug 4, 2022brLiked: CleanlinessbrMillion Dollar Sunsets !!!brBeautiful House & Amazing Sunsets right out of the picturesque livingroom window! Our family had a great time! Heidi n Steve had everything ready upon our arrival. We wanted for nothing! We have been vacationing in Cambridge Md for years, the Home n Location was 2nd to none! U want a stressfree relaxing vacation I highly reccomend this property brStayed 4 nights in Jul 2022brbr5/5 ExcellentbrVerified travelerbrJul 2, 2022brLiked: CleanlinessbrGreat house, great service!brThe house has recently been renovated and was 100% clean and very comfortable. The owners are very responsive and helped with questions we had. The nice beds and central conditioning make it very comfortable. We cooked up some crabs, passively caught off the dock. Osprey nest just a few yard beyond the dock made for fun spectating. Enjoyed the fire pit in the evenings. Awesome views from the living room and back yard. We have rented many a house and this one is tops. Wonderful stay!brStayed 3 nights in Jun 2022brbr5/5 ExcellentbrCarolyn B.brAug 9, 2022brLiked: CleanlinessbrGreat staybrThe hosts were very easy to communicate with, the property was clean and well organized for guests with plenty to do, and the location is great. We enjoyed our stay and crabbing, kayaking, paddle boarding, badminton, and cornhole. We chose not to bike but could have done that as well. All in all it was a great place to spend the weekend.brStayed 3 nights in Aug 2022

New Waterfront! Drop Anchor on Brannocks Bay. An Amazing waterfront retreat!

Cambridge, Maryland, United States

3

Bed

2

Bath

8

Sleeps

$402.64

Stroll to Dining | Shared Grills & Picnic Area | 4 Mi to River Marsh Golf ClubbrbrSun-soaked afternoons and salty breezes await at this Cambridge vacation rental! Nestled right on the Choptank River, this condo offers the perfect escape for your family. Spend your days crabbing off nearby piers, strolling along the water, or exploring local shops and restaurants, then return home to swap stories around the shared fire pit. Don’t miss out on this gem — book your riverside retreat today!brbr-- THE PROPERTY --brbrCOMMUNITY AMENITIESbr- Wood-burning fire pitbr- Gas grills & picnic areabrbrCONDO FEATURESbr- Smart TVs, board gamesbr- Dining tablebr- Washer, dryerbr- Window A/C, central heatingbrbrKITCHENbr- Electric stove, oven, refrigeratorbr- Keurig coffee maker (coffee provided)br- Toaster, microwavebr- Cooking basics, spices, dishware & flatwarebrbrACCESSIBILITYbr- Single-story condo, 1 step for accessbr- 1st-floor unitbrbrPARKINGbr- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Enjoy a tranquil community setting on the banks of the scenic Choptank Riverbr- Experience the maritime charm & historic brick streets of downtown Cambridgebr- Walk to Great Marsh Park, Choptank River Lighthouse, Cambridge Yacht Basin & Long Wharf Parkbr- 1 mile to Richardson Maritime Museum & Harriet Tubman Museum & Educational Centerbr- 2 miles to Sailwinds Parkbr- 2 miles to Bill Burton Fishing Piers State Park: crabbing & fishingbr- 12 miles to Blackwater National Wildlife Refugebrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo is on the 1st floor and requires 1 step for access

Walk to Parks & Marina! Waterfront Cambridge Condo

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$708.31

Enjoy this large peaceful Waterfront cabin-style home with your whole group! This beautifully updated home is super spacious, has lots of great amenities, and is centrally located for easy access to all that Cambridge has to offer!brbrHuge backyard has an oversized patio with private hot tub, fire pit & beautiful water views!brbrWe are located on Hurst Creek off the Choptank River. Hurst Creek is a great calm waterway that can be enjoyed in kayaks or small power boats.

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge, Maryland, United States

Bed

Bath

9

Sleeps

$247.31

Discover this wonderful 3-bedroom gem in Cambridge. Great location!!! This awesome house features 1 bunk bed, 1 twin bed, 1 child bed, and 2 queen beds, perfect for families or groups of friends. With 2 bathrooms equipped with a hairdryer, you'll feel right at home. Enjoy the enchanting atmosphere of this cozy retreat, complete with WiFi, AC, heating, a washing machine, and an iron. Pond in the back of the home for fishing. Quiet neighborhood. Bring your bike and cycle the neighborhood safely. Enjoy watching your favorite show, sport event, or gaming on the 83 TV in the living room. Relax with 50-inch Smart TV's in each bedroom. Relaxing atmosphere. Fully equipped home. Just minutes from the waterfront, historic downtown and local attractions like Blackwater National wildlife Refuge and Harriet Tubman Museum. Cambridge is also a hub for cycling enthusiasts. There are some exciting bicycle events happening in 2025. This home is the perfect retreat. We look forward to hosting you.

Lovely 3-bedroom house AC WiFi in the charming Cambridge, Great Location!!!!

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$322

Nestled on 22 acres, the Quarterdeck at Swan Cove Manor is one of five homes on the property. Very private with private parking. This Quarterdeck is a 1 bedroom cottage with perfect for a couple's getaway. It has a kitchenette and living room for relaxing. Outdoor deck that looks at a wooded area. It is not waterfront and does not have water access.br20 minutes from downtown Cambridge with great dining, shopping and historical sights. Great place to stay as an alternative to a hotel. brbrCheck out the video virtual walk thru of the QuarterdeckbrbrThere are 4 other rental homes on the property if you need more room.brbrCheck out additional Properties at Swan Cove ManorbrVRBO listing numbers:brCharthouse 1511066brMariner 1592771brSpinnaker 1527588brOutrigger 1592802br

Quarterdeck cottage at Swan Cove Manor - A cozy stay for up to 4 people

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$321.58

Community Pool | Walk to Happy Hour at Portside | River-View BalconybrbrDive into waterfront serenity at this Cambridge vacation rental in Deep Harbour! The 2-bed, 2-bath condo offers stunning Choptank River views from nearly every room and a balcony for watching the drawbridge. Plus, the vibrant downtown scene is just steps away, offering everything from concerts and cultural tours to fresh seafood dining. Book now to secure a seamless blend of relaxation and adventure on the Eastern Shore!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 2 twin bedsbr- Living Room: 1 queen sleeper sofabrbrCONDO HIGHLIGHTSbr- Outdoor community poolbr- Balcony w/ marina & drawbridge viewsbr- 2 Smart TVsbr- Board gamesbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Keurig (coffee providedbr- Blender, toaster, microwave, panini pressbr- Cooking basics, dishware & flatwarebr- Spicesbr- Dining table, bar/island seatingbrbrGENERALbr- Free WiFibr- Central A/C & heating, ceiling fansbr- Washer/dryer, detergent, iron & boardbr- Linens & towelsbr- Complimentary toiletries, hair dryer, hangersbr- Gated community, keyless entrybrbrFAQbr- Quiet hours (10:00 PM-8:00 AM)brbrACCESSIBILITYbr- Step-free entry via elevatorbr- Single-story condo on 4th floorbrbrPARKINGbr- Community parking lot (2 vehicles, unassigned)brbr-- THE LOCATION --brbr- Across from the Trenton Street Boat Rampbr- Easy stroll to Choptank River Crab and Oyster Co. & Portside Restaurantbr- 0.2 miles to Historic Downtown Cambridge: events, concerts, toursbr- 0.3 miles to the Cambridge Visitors Center & Harriet Tubman Museumbr- 0.8 miles to Long Wharf Park & Lighthousebr- 77 miles to Baltimore/Washington Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Please observe quiet hours from 10:00 PM to 8:00 AMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo is on the 4th floor and features step-free entry via elevator

Walkable Condo w/ Drawbridge Views in Cambridge

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$376.3

Escape with family or friends to this peaceful, 4-bedroom retreat on the waterfront. With breaktaking views of the river and 7 acres of pristine woods, this is the perfect getway for nature lovers, water enthusiasts, families, and road bikers looking to get away from the hustle and bustle of everyday life.brbrEnjoy coffee or a sublime sunset from a spacious screened porch. Fish, crab, or launch a kayak from the dock. Lounge by the fireplace in the living room or play pool in billiard room.brbrThe spacebrAs you step inside the house, you'll immediately feel at home with its warm and inviting decor. The spacious living room features comfortable seating and large windows that provide breathtaking views of the river and the surrounding woods. The living room also includes a fireplace that adds to the cozy and inviting atmosphere. There is also a billiard room with an 8’ pool table and second fireplace.brbrThe well-equipped kitchen features circular breakfast table and opens up to a large dining room that can comfortably seat 8 guests, making it the perfect space for family dinners and entertaining.brbrThe four bedrooms (a king, a queen, a full, and a twin) are cozy and comfortable, with charming views of the surrounding woods and river. Away from the noise of a city or cars or neighbors, you’ll enjoy a quiet and restful sleep.brbrThe outdoor space of this house is truly spectacular, offering guests the opportunity to fully immerse themselves in nature. Enjoy your morning coffee or evening cocktails on the large screened porch that overlooks the Little Choptank River. Take a walk through the 7 acres of gorgeous loblolly pine, or launch a kayak from the private dock for a peaceful paddle on the river. This property also offers a fire pit, perfect for roasting marshmallows and stargazing on clear nights.brbrLocated in the famed Neck District, the property is just a short, 10-minute drive to downtown Cambridge, or to Blackwater National Wildlife Refuge, or to Harriet Tubman Underground RailRoad Center.brbrThe property and nearby Blackwater are a birder’s paradise, offering a rich diversity of avian species. You can spot the majestic bald eagle, the colorful wood duck, and the iconic American oystercatcher. The marshes and tidal creeks are also home to a variety of shorebirds, such as the black-necked stilt, the snowy egret, and the glossy ibis. During the fall and winter months, you can see migratory waterfowl, including the northern pintail, the green-winged teal, and the canvasback duck. brbrBring your kayak, canoe, or paddleboard and launch right behind the house. Or use the house as a jumping off point to put-ins near Blackwater on Rt 335, public boat ramps on Smithville Road, Taylors Island, Shorters Wharf and Hoopers Island. brbrHome to an Ironman and 70.3 Eagleman, Cambridge is a bike riding destiation. There are flat and peaceful country roads starting from your doorstep. We can let you know of places for refreshments and pit-stops, and the better, safer roads. You may store your bikes in our garage. Note that we have a 1/4 mile gravel driveway before you reach paved road. brbrThe house has underground fiber optic WiFi, so you won’t have to worry about spotty satellite signals. The flatscreen TV includes Apple TV that you can use to log in to your Netflix, Amazon, Hulu, etc.brbrChildren of all ages and pets are welcome!brbrNo smoking anywhere inside the house.brbrNo hunting or cleaning of hunted animals permitted on our property.brbrWhether you're looking to go fishing, kayaking, training, birdwatching, or simply relax and enjoy the peace and tranquility of this serene property, this house has something for everyone.brbrDon't miss out on the opportunity to make unforgettable memories at this idyllic retreat. Book your stay today and experience the beauty of our Sunset retreat!!brbrGuest accessbrbrAll access to the house.brbrAccess an in-ground pool and kids’ play set on the neighboring property, also owned by our family, upon request.

Escape with family or friends to this peaceful, 4-bedroom retreat on the water

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$295.37

Welcome to this fully renovated historic condo nestled in the heart of downtown Cambridge, Maryland, with its fabulous downtown pubs, galleries, and boutiques and close to the Harriet Tubman Center, Blackwater Wildlife Refuge, and Sailwinds Park. Located in a historic building that has been fully renovated, our space offers the perfect blend of charm and modern comfort. The property is thoughtfully furnished and fully stocked to create a unique and comfortable home away from home.

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Cambridge, Maryland, United States

Bed

Bath