Vacation Rentals By Owner In Trappe, MD

Easy US-50 Access | 2 Mi to Choptank River brbrYour Eastern Shore adventure begins at this inviting Victorian farmhouse on Trappe’s historic Main Street. Set on a peaceful wooded lot, this 3-bed, 2.5-bath vacation rental pairs 19th-century charm with 21st-century comforts. After exploring the Shore, unwind on the screened porch or enjoy dinner on the patio while savoring the serenity of the expansive yard. With historic character and modern comfort in one, this gem promises a memorable getaway.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbrbrOUTDOOR LIVINGbr- Screened porch w/ seatingbr- Patio w/ dining areabr- Large private yardbr- Charcoal grill (charcoal provided)brbrINDOOR LIVINGbr- Flat-screen TVsbr- Board games, booksbr- Laptop-friendly workspacebr- En-suite bathroom, walk-in closetbr- Dining tablesbr- FireplacebrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Keurig coffee maker (coffee & creamer provided)br- Cooking basics, dishware & flatwarebr- Ice maker, trash bags/paper towelsbrbrGENERALbr- Central heating & A/Cbr- Washer/dryer, laundry detergent, iron/boardbr- Linens/towels, complimentary toiletries, hair dryerbr- Free WiFibrbrACCESSIBILITYbr- 2-story home, 1 exterior step to enterbr- 1 interior step to access living room, dining room & kitchenbr- All bedrooms & full bathrooms on 2nd floorbrbrPARKINGbr- Driveway (2 vehicles)brbr-- THE LOCATION --brbr- Quaint small-town location near Old Trappe Parkbr- Stroll to restaurants, coffee shop & convenience storesbr- Within 8 miles of the quaint towns of Oxford, Easton & Cambridge: local shops, fresh seafoodbr- 2 miles to Trappe Landing: boat access to La Trappe Creek & Choptank Riverbr- 19 miles to Chesapeake Bay Maritime Museum & St. Michaels Harborbr- 65 miles to Salisbury Regional Airport & 70 miles to Baltimore/Washington International 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- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 1 exterior step to enter and 2 interior steps to access the living room, kitchen, and dining room. All bedrooms and full bathrooms are located on the 2nd floor and require interior stairs to access

Charming Victorian Farmhouse on Historic Main St

Trappe, Maryland, United States

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Bath

Sleeps

$663.58

Farmhouse Surrounded by NaturebrbrThis charming 4BR, 4BA vacation home with 104+/- acres on the Choptank River is the perfect rural getaway. Designed with your comfort in mind, the character-filled interior is complemented by an open floor plan ideal for entertaining and hanging out with friends and family.brbrTake advantage of the picturesque backdrop as you entertain on the rolling green grounds. Sip lemonade on the deck, lounge with a good book or host a dinner party in the backyard while the kids are playing board games and exploring nature.brbrYou will enjoy a prime location in Talbot County. Just a 5-minute car ride to historic downtown Cambridge where you can experience local boutiques, restaurants, cafes, and bars. This one will go fast, so book today! Talbot County STR License #24-78brbrPROPERTY FEATURES:brbrWaterview: Choptank RiverbrLand: 300 ft of Shoreline.brWater Toys: 2 Kayaks, crabbing and fishing gear available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.brGrill: Propane grill. Propane is provided.brWiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.brbrBED SIZES:brbrQueen - 1 / Double - 1 / Double - 1 / Bunk Bed - Double over Double - 1 / Single Bed - Twin Sized - 2 /

Minutes from Downtown Cambridge and Downtown Easton | 104+ Acre Farm

Trappe, Maryland, United States

Bed

Bath

Sleeps

Exceptional(1)

$297.68

This delightful bed & breakfast is the perfect home base for your visit. The property includes a small beach, Adirondack chairs, hammocks, and kayaks to use at no extra charge to explore the river and marsh. With a welcoming atmosphere and marvelous amenities, guests will feel right at home. brbrThe cozy bedroom features a comfortable queen bed, ensuring a restful night's sleep. The en-suite bathroom is equipped with a walk in shower complete with shampoo, conditioner, fluffy towels, and a hair dryer for your convenience. Stay connected with WiFi, stay comfortable with AC and heating, and stay looking sharp with an iron. Whether you're exploring the charming towns in the surrounding area or simply relaxing in the inviting ambiance, you’ll find The Anchorage to be a relaxing place to unwind and enjoy the outdoors.

Bed & Breakfast

B&B - The Lawson

Trappe, Maryland, United States

Bed

Bath

Sleeps

Exceptional(9)

$298.92

B&B Use Permit No. BB 19-04 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal Telescopic Tidewater Style Bed & Breakfast called The Anchorage, circa 1800 facing the Choptank River. There are also 3 other rooms available at the B&B if traveling in groups or with family members. We are located right outside the historical town of Trappe very close to Easton, Oxford, Cambridge, and St. Michaels. Rooms include a daily continental breakfast.

Bed & Breakfast

The B&B of Anchorage - Skipjack

Trappe, Maryland, United States

Bed

Bath

Sleeps

Exceptional(21)

$297.86

Bed & Breakfast

Modern room with walk in shower and kitchenette

Trappe, Maryland, United States

Bed

Bath

Sleeps

Exceptional(11)

$265.0

B&B Use Permit No. BB 19-04brWelcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal Telescopic Tidewater Style Bed & Breakfast called The Anchorage, circa 1800 facing the Choptank River. There are also 4 other rooms available at the B&B if traveling in groups or with family members. We are located right outside the historical town of Trappe very close to Easton, Oxford, Cambridge, and St. Michaels. Rooms include a daily continental breakfast.

The Anchorage B&B - The Bounty

Trappe, Maryland, United States

Bed

Bath

Sleeps

$336.28

Retreat with family to this quiet and peaceful, 4-bedroom, 2.5-bathroom vacation rental in Trappe, Maryland. Relax on Oxford Beach in the summer or make day trips to Cambridge or St. Michaels. Don't forget to make a splash in the private outdoor pool as well! With a tree house for the kids, a furnished gazebo, a wood-burning fire pit for stargazing, and an expansive backyard, this home provides endless outdoor fun. Staying inside Catch up on work in the private office or watch a movie.brbr-- THE PROPERTY --brbrTalbot County STR License No. STN-23-51 | 2 Workstations w/ Computers | Large Fenced Backyard | Quiet Neighborhood | 7 Mi to Oxford Beach brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed, Full Bed | Living Room: Full Sleeper SofabrbrOUTDOOR LIVING: Seasonal private pool (depth 4'), gazebo w/ outdoor dining area, charcoal grill, wood-burning fire pit, tree house, deck w/ umbrellas, front porch w/ seating, bench swingbrINDOOR LIVING: Flat-screen TVs, 2 dining areas, sectional sofa, board games, printer, dollhouse, ceiling fans, en-suite bathroom, 2,200 sq ftbrKITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware/flatware, cooking basics, Keurig/drip coffee makersbrGENERAL: Free WiFi, central air conditioning/heat, complimentary toiletries, towels/linens, washer/dryer, laundry detergent, iron/board, hair dryer, trash bags/paper towelsbrACCESSIBILITY: 2-story home, 3 exterior steps to enter, bedrooms on 2nd floorbrPARKING: Driveway (3 vehicles)brbr-- THE LOCATION --brbrOUTDOOR ADVENTURES: Talbot Country Club (4 miles), Idlewild Park (5 miles), Oxford Beach (7 miles), Sailwinds Park (11 miles), Long Wharf Park (12 miles), Choptank River Lighthouse (12 miles), Gerry Boyle Park (13 miles)brATTRACTIONS: Academy Art Museum (6 miles), Easton Premium Cinemas (6 miles), Harriet Tubman Museum and Educational Center (11 miles)brDAY TRIPS: Oxford (7 miles), Cambridge (12 miles), St Michaels (16 miles)brAIRPORT: Baltimore/Washington International Thurgood Marshall Airport (68 miles), Ronald Reagan Washington National Airport (80 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 2-story home requires 3 exterior steps to enter. While it offers a half bath on the 1st floor, interior stairs are required to access all of the bedrooms on the 2nd floor

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Trappe, Maryland, United States

Bed

Bath

Sleeps

Most popular vacation rentals in Trappe

$265.00

The Anchorage B&B - The Bounty

Trappe, Maryland, United States

Bed

Bath

Sleeps

$268.08

Charming Victorian Farmhouse on Historic Main St

Trappe, Maryland, United States

Bed

Bath

Sleeps

$297.68

B&B - The Lawson

Trappe, Maryland, United States

Bed

Bath

Sleeps

$297.86

Modern room with walk in shower and kitchenette

Trappe, Maryland, United States

Bed

Bath

Sleeps

$298.92

The B&B of Anchorage - Skipjack

Trappe, Maryland, United States

Bed

Bath

Sleeps

$318.00

Relax or Play on the Choptank River!

Trappe, Maryland, United States

Bed

Bath

Sleeps

$336.28

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Trappe, Maryland, United States

Bed

Bath

Sleeps

$663.58