Vacation Rentals By Owner In Plymouth, MA

Lovely downtown home with historic charm, high ceilings, and gorgeous harbor views! The flexible floor plan is perfect for any group - want everyone to mingle Enjoy spacious rooms & numerous gathering spaces. Want more division of space Close the stairway doors and have 2 private & fully-equipped apartments. Large fenced yard & deck, 3 off-street parking spaces (5 if tandem), and an incredible location just a short stroll from the shops, restaurants, and parks of the downtown & waterfront!

Downtown 5BR home with ocean views, yard, and parking!

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

$307.18

The perfect romantic spot.brTranquility awaits you at this Plymouth, Ma suite where you will be captivated by unobstructed, panoramic views 100 feet above sea level on a cliff. Wake up to the beautiful sun rising over Cape Cod Bay. Enjoy your morning coffee on the private deck, use the firepit at night or just relax gazing at the spectacular ocean views. This comfortable bedroom suite offers a king size bed, private bath, outdoor shower, living room and dining area. This oversized suite has 2 private entrances equipped with a refrigerator, wine chiller, Keurig coffee/tea maker, microwave, portable oven, Wi-Fi and streaming, air-conditioning and off-street parking. Owner occupied. No direct beach access from house but within 5 minutes walking. We provide snacks, wine, water, firewood, slippers, shampoo/conditioner and body wash. Even mints by the bed.brDouble occupancy maximum.br10-minute drive to Plymouth Center where you can enjoy public beaches, historical attractions, family/fine dining and much more.brbrNo pets, or smoking allowed.

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(2)

$589.58

Plymouth is waiting for you at this marvelous, newly refurbished 4-bed, 2-bath house. Step inside and be greeted by the cool and inviting atmosphere that this fantastic property exudes. With 4 queen beds, it's perfect for a group of friends or a family looking for a memorable getaway. Take advantage of the amenities provided, including WiFi, heat and ceiling fans in every room, plus a Weber grill and deck seating. The 2 bathrooms offer toiletries, bathtub, shower, and hair dryer for your convenience. Walking distance to our neighborhood association private beach. Parking for up to 3 vehicles. Whether you're exploring the historic sites or enjoying the local cuisine, we hope you enjoy what our place and Plymouth has to offer.

Marvelous 4-bed 2-bath house in Plymouth, walking distance to the beach.

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

$214.1

Your cozy getaway awaits in Plymouth at this fantastic apartment. Guests enjoy a welcoming space featuring one comfortable bedroom with a full bed and a clean, private bathroom. The apartment stays cool and refreshing with air conditioning, making it easy to relax after a day of exploring. Whether you’re here for a quick trip or an extended stay, this fabulous spot offers a peaceful retreat. Experience the magic of Plymouth at our apartment.

Soothing 1-bedroom apartment in Plymouth near the beach

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

$269.95

Located in Plymouth, enjoy what this 2-bedroom apartment has to offer. The space features two full beds, perfect for a restful night’s sleep. Guests will appreciate the cool air conditioning and cozy heating, making the apartment comfortable year-round. With one bathroom, it’s ideal for small groups or families. This enchanting spot invites you to relax and unwind after a day of exploring. A great place to call homebase while you're away, we hope you enjoy your stay.

2-bedroom apartment in Plymouth near the beach

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(3)

$534.67

Full sized Cape style home - four houses away from the beach. The beach is Boardwalk accessible. Three Bedroom, two bath with an outdoor shower. Sleeps 7. Full kitchen with laundry. A quiet neighborhood community home that is close to grocery store and a large variety of restaurants. Few miles to historical downtown Plymouth - Plimoth Paruxet Museum, Plymouth Rock, local ferries, whale watches, weekly downtown music festivals and lots of family attractions.

NEW- Boardwalk Beach Rental-Steps to private beach in Manomet, MASS

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(57)

$674.39

An unforgettable New England escape awaits you at this 6-bedroom, 3.5-bathroom Plymouth vacation rental house. Boasting over 3,000 square feet of living space, this spectacular property invites guests to experience coastal living at its finest. Watch boats pass through Plymouth Harbor from the home’s expansive deck or walk down the street to greet them as they dock. With splendid scenery and an unbeatable location, this home is sure to leave you wanting to come back for more!brbr-- THE PROPERTY --brbrMassTaxConnect ID #C0154492390 | 3,600 Sq Ft | Free WiFibrbrBedroom 1: King Bed, Sleeper Sofa | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: King Bed | Bedroom 5: King Bed | Bedroom 6: King Bed | Additional Sleeping: Air Mattress brbrOUTDOOR SPACE: Large deck, gas grill, outdoor dining area, wood-burning fire pit (firewood not provided)brINDOOR LIVING: Cable TV, 2 living areas, dining table, laptop-friendly workspacebrKITCHEN: Kitchen island w/ breakfast bar, stainless steel appliances, stove/oven, microwave, dishwasher, refrigerator, dishware/flatware, Keurig coffee makerbrGENERAL: Washer/dryer, linens/towels, complimentary toiletries, central air conditioning/heating, hair dryer, iron/boardbrFAQ: 1 external step to enter, 1 exterior security camera (facing out), fireplace (decorative only)brPARKING: Driveway (5 vehicles)brbr-- THE LOCATION --brbrOUTDOOR RECREATION: Priscilla Beach - Cape Cod Bay (4 miles), ferries to Boston and Provincetown, boating, sailing, swimming, state forest biking trails, fishing, whale watching, Nelson Beach (4 miles), Myles Standish State Forest (4 miles), Morton Park (5 miles), Little Island Pond (5 miles), Indian Brook Conservation Area (6 miles)brFAMILY ATTRACTIONS: Plymouth Long Beach (0.6 miles), Plimoth Patuxet Museums (0.7 miles), Kingston Collection (7 miles), Edaville Family Theme Park (13 miles), Sagamore Bridge to Cape Cod (13 miles)brDOWNTOWN PLYMOUTH (~3 miles): Plymouth Rock, Plimoth Plantation Waterfront Exhibit, Pilgrim Memorial State Park, Plymouth to Provincetown Ferry, Mayflower Society House, National Monument to the Forefathers, Pilgrim Hall Museum, Jenny Grist Mill, Howland House, Harlow Old Fort House, 1749 Court House Museum, Plymouth Center for the Arts, Brewster Gardens, shopping & diningbrAIRPORT: Boston Logan International Airport (46 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 allowed. The owner provides a pet-free environment for those with allergies. Please include any questions/requests regarding ADA-certified service animals prior to bookingbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires 1 external step to enterbr- NOTE: The fireplace is decorative only and not available for guest usebr- NOTE: Please note this property runs on a septic system that only tolerates Scott tissue. Do not flush anything else (sanity items, baby wipes, paper towels, etc) down the toiletbr- NOTE: Your safety matters. This property features 1 exterior security camera located on the garage, facing outward toward the driveway. It does not look into any interior spaces. The camera records video and sound when activated by motion

Fantastic Plymouth House w/ Deck & Ocean Views!

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(14)

$374.2

Year-round oceanfront home that boasts 180-degree views of Cape Cod Bay. Home is in a quiet private neighborhood, overlooking the ocean. The home is located within minutes to historic Plymouth Harbor restaurants and waterfront. Cape Cod is a short drive and Boston is 40 miles north. Walk the beach, watch the bay from the deck or living room, golf, or visit many nearby attractions.

Beachfront Home On Cape Cod Bay with Wraparound Deck

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(1)

$542.16

Discover a new standard in coastal hospitality at this boutique, contactless, condo-style building located directly on the scenic Plymouth Waterfront. Designed to feel like your home away from home, our contemporary short-term rentals combine the comfort of a private residence with the style and service of a modern hotel. Each spacious suite features a full kitchen, expansive living area, and separate bedrooms—perfect for families, couples, or business travelers seeking space and serenity. Our exclusive two-bedroom penthouses, thoughtfully furnished by Boston Interiors, each offer a distinct aesthetic and refined coastal charm. Step outside and you’re immersed in the energy of Plymouth’s bustling waterfront. Unwind on your private balcony, take in a sunset from the rooftop, or simply enjoy dinner with a view at The Terrace Restaurant.brThis room provides a larger living area than a corner suite with less windows. The 625 square foot condominium style unit includes a living room with sleeper sofa, dining table for four and a full kitchen. The private bedroom includes a queen bed and full closet to accommodate storage on those longer stays.

Luxury One Bedroom Condo (625S.F.)

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(11)

$308.11

h2 dir=ltrstrongTAHITI/strong/h2h2 dir=ltrstrong/strongstrongEscape to Your Private Polynesian Paradise in the Tahiti Bungalow at The Calico Seahorse!/strong/h2brbrp dir=ltrImmerse yourself in the spirit of the South Pacific in our charming Tahiti Bungalow, one of seven uniquely themed vacation rentals at The Calico Seahorse. Nestled just a 5-minute walk from the pristine sands of White Horse Beach, this cozy retreat offers the perfect blend of island ambiance and modern comfort./pbrbrp dir=ltrstrongAccommodating up to 5 guests, the Tahiti Bungalow features:/strong/pbrbrulli dir=ltrp dir=ltrA spacious living area with a comfortable queen-size bed and a queen-size sleeper sofa, ideal for families or groups of friends.br /p/lili dir=ltrp dir=ltrA cozy enclosed porch equipped with a twin futon, providing extra sleeping space or a relaxing nook to bask in the ocean breeze.br /p/lili dir=ltrp dir=ltrA fully equipped kitchen stocked with all the essentials for whipping up delicious meals, including pots, pans, place settings, glassware, and utensils for grilling.br /p/lili dir=ltrp dir=ltrA convenient mini-split system ensuring year-round comfort with efficient air conditioning and heating.br /p/lili dir=ltrp dir=ltrPrivate, outdoor space complete with a gas grill, a picnic table, and a refreshing hot and cold outdoor shower for rinsing off after a day at the beach.brbr/p/li/ulbrbrp dir=ltrstrongBeach lovers, rejoice! We provide the essentials for an unforgettable day by the ocean:/strong/pbrbrulli dir=ltrp dir=ltrA handy beach wagon to effortlessly transport your gear.br /p/lili dir=ltrp dir=ltr5 comfortable beach chairs for soaking up the sun.br /p/lili dir=ltrp dir=ltrA large beach umbrella to provide shade and shelter.brbr/p/li/ulbrbrp dir=ltrstrongEnjoy shared amenities at The Calico Seahorse, including:/strong/pbrbrulli dir=ltrp dir=ltrA communal fire pit perfect for gathering under the stars with loved ones.br /p/lili dir=ltrp dir=ltrAmple off-street parking with two designated spaces for the bungalow. Additional parking is available upon request.brbr/p/li/ulbrbrp dir=ltrstrongBringing your fur friends /strongWe welcome up to two pre-approved dogs for an additional fee per pet. Please let us know in advance to ensure a comfortable stay for everyone./pbrbrp dir=ltrstrongRemember to pack: /strongBeach towels and any personal items you may require. We provide everything else for a relaxing and enjoyable stay!/pbrbrp dir=ltrstrongBook your stay in the Tahiti Bungalow today and experience the magic of Plymouth from your own Polynesian paradise!/strongbr/p

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(15)

$603.21

Situated in a beautiful suburban neighborhood, our Little Sandy Pond home is a meticulous, large 4,200 square foot Colonial positioned on 1.4 acres of land located in the historic town of Plymouth, Massachusetts. The town of Plymouth neighbors Cape Cod, while at the same time, convenient to the Greater Boston Region by car and public transportation. brbrThere is plenty to do when you stay at Colbyco Little Sandy Pond with the nearby shopping, restaurants, nightlife, beaches, ponds and golf courses to visit and enjoy. brbrOur home has 10 rooms, including 4 bedrooms and 3.5 baths. Additionally, the home features a finished office with a separate entrance, a laundry room with folding area, and a fully finished basement. brbrColbyco Little Sandy Pond features a well appointed kitchen, which can comfortably serve a large group. It is equipped with the latest appliances, custom cabinets, granite counters, and a spacious island. brbrThere are hardwood floors, a working fireplace, outdoor shower, and multiple newly refinished decks making this a comfortable all season vacation home. brbrOur home has manicured grounds for summer family parties or special events! Elegance, privacy and sophistication both inside and outside this amazing home. br brbrMinutes from Rte, 3, 495, 195 and the Bourne and Sagamore Bridges

Colbyco Little Sandy Pond - Plymouth, MA

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(24)

$477.63

If the sounds of Ocean waves and the natural scent of the salt air is what you crave then look no further then our beach townhouse by the dunes! Wake up to beautiful sunrise and ocean surf sounds. Watch the tides come and go from your perch above the dunes on White Horse Beach.brbrBeautiful views of the protected dunes and ocean from the front and bird watching with a grove and pond in the back beyond the fenced in yard.brbrWalk with the little ones across the street for access to both the public and private sections of White Horse Beach.brbrBring the umbrella (or use ours), fishing pole, kayak, beach chair and oh, a camera for the memories of your fantastic vacation in America' s home town.brbrOcean Breezes will keep you cool at night, but central air is fantastic on the hottest and most humid summer days.brbrWe can accomodate 4 guests in the Upper dunes and we also have a lower space that can accomodate 2 additional. Contact for details if needed. brbrAmenities Include:brbrNewly renovated and updated open concept spacebrSleeping for up to 4 with King size master and two twin beds in the sunroom.brFully stocked kitchenbrLarge refrigerator/freezers and 1 beverage refrigeratorbrdish washersbr2 furnished decks (ocean view)brWasher and dryerbrA/C throughout brGas grill BBQbrHigh speed mesh WIFIbr2 Large screen TVs with Hulu Live TV, Netflix, Apple TV, Paramount Plus and Amazons' Prime TVbrTowels and bed linens providedbrBeach towels, blankets, and toysbr2 minute walk to the beachbrSunny fenced in back yardbrBoard games, beach games and booksbrParking for up to 2 vehicles off street and additional on street with a guest pass we provide br5 minute drive to area restaurants and convenience storesbrbrbrbrCome be our guest!

Stunning beach views on Over the Dunes - White Horse Beach, Plymouth

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(48)

$592.47

This is a beautiful newly renovated beach house right on White Horse Beach. The house is located right across the street from the walk down to the beach. Enjoy stunning views of the beach and the Gurnet from either the lower enclosed deck or from the top deck. Perfect spot to relax and enjoy the summer. The house compound is comprised of a 3 bedroom main house, private outside shower, and a 3 bed, 1 bath guest house. The cozy cottage main house has two entrances via the wrap around porch. One in the back that enters into the kitchen with a big pantry. The kitchen has a refrigerator, microwave, toaster oven, coffee maker and a sink with a dry rack for washing dishes. The front entrance enters into the living room, allowing for quick access to the beach. The bathroom is big for a beach house and contains the laundry machines. The dining room has a gorgeous 6 seat table, perfect for a family dinner after a day on the beach. The living room has a HD TV, gliding chair and a 3 person couch. Basic HD cable along with wifi is including with the house. The main stairs are off the dining room and lead up to the three bedrooms. They are a steeper stair case that give the house that vintage cottage charm. The back bedroom consists of two twin beds. The middle room has 1 twin bed and the front master room has a queen size bed with grand views of the ocean and beach. A sliding glass door in the master bedroom leads to the top deck that can easily fit up to 10 people and has stunning views of the ocean and the Gurnet. The entire main house has central air conditioning and each bedroom has their own window unit AC so each guest can set their perfect temperature in their bedroom. brThe guest house is a cozy little cottage within its own right. It has a front deck that leads into the living room. A small little kitchen with a partial bath and 1 bedroom with a full size bed. The guest house can sleep 4 comfortably and has 1 bed and a futon that pulls into a queen size bed. The guest house has a window AC in the bedroom along with another AC in the living room allowing to keep the house very cool and comfortable on those hot summer nights. The outside shower is located on the rear of the house. It is fully functional with benches, a private door, and both a top shower head and lower nozzle to rinse off feet after spending the day on the beach. There is a driveway that can fit up to 3 cars on the right side of the main house. On the left side yard can accommodate an additional 5 cars parked in front of the guest house. There is a nice backyard with a picnic table and full propane grill for having fun cook outs. Both houses have pillows and linens included along with kitchen amenities such as pots, pans and silverware. There is also four beach chairs and beach towels provided. br

Beautiful Beach House with Guest House on White Horse Beach Stunning Ocean Views

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(26)

$297.12

You found the best location in down town Plymouth if your looking for comfort luxury in a totally newly furnished and decorated condo that has been fully renovated. The owner has spent countless hours ensuring that you only have the best available to you during your stay with us. Both of our Downtown condos are one block from Coles Hill, The Plymouth Rock, and all harbor attractions and activities.br

Condo

Downtown condo with a great location near waterfront, “a block from the Rock”

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

$373.87

Come enjoy all The Buoy has to offer. This second floor apartment has just been totally renovated and ready for summertime fun at White Horse Beach. The beach is a quick 5 minute walk through a family friendly neighborhood. brbrThere is a large deck with plenty of seating, grill and gas fire put to enjoy the warm summer evenings. The view is unbeatable. brbrPlymouth has so much to offer and is only a quick 15 minute drive to downtown where there is historical sites, buzzing restaurant district and beautiful walking trails. Book a ghost tours or visit Plymouth Patuxet! During the summer months there are often events or live music to attend downtown along the waterfront.brbrMake packing easier, this unit includes:brBeach Caddybr2 Beach Chairsbr4 Beach Towelsbrbrbrbr

The Buoy! 5 Min walk to the beach

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(20)

$849.34

Find inspiration, excitement, and solace in our contemporary take on what vacation rentals should be. Whether you prefer to relax on a private deck, enjoy a sunset boat cruise through Plymouth Harbor, or sip a cocktail aside a fire pit on the beautifully landscaped rooftop restaurant-our accommodations are sure to impress. You can even view the Mayflower directly from our front balconies.brThis two-bedroom 1,650 square foot unit includes 2.5 bathrooms and private laundry. The kitchen is sure to impress with high end appliances and plenty of counter space. Our location is unbeatable and within walking distance of countless restaurants in Downtown Plymouth. brbrTop floor penthouse guests also have exclusive access to a private 5,000 square foot rooftop terrace with lounge seating, fire pits, dining tables, heat lamps, outdoor games and much more. The terrace overlooks Plymouth Harbor with a panoramic view around Plymouth.

Penthouse with Private Roofdeck on Plymouth Harbor

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

$557.67

Brand new lakefront escape on White Island Pond! Fully reconstructed in 2025 - be among the FIRST guests in this stunning newly built home! brbr- Private water access with kayaks included ~20 steps to your own shoreline! br- Paddle the same sacred waters as the Wampanoag people have for 12,000 years.br- Watch gorgeous sunsets from the deck & unwind in style.br- Minutes from Plymouth Rock & historic downtown. Your perfect New England retreat!brbrrand new in 2025 — every detail fresh & modern, designed for the perfect lakefront getaway!brbrSleeping Setup:brBedroom 1: King bedbrBedroom 2: Queen bedbrLiving Room: Sofa bedbrbrKitchen:brElectric stovebrDrip coffee maker + KeurigbrBasic cookware for mealsbrbrLiving Area:brSmart TV with streaming appsbrComfortable seating & cozy vibesbrbrOther attractions close by:brCape Cod Canal Bikeway (Buzzards Bay)brWater Wizz of Cape CodbrOnset BeachbrbrSituated on the historic ancestral lands of the Herring Pond Wampanoag Tribe — paddle the same waters they have paddled for over 12,000 years. History lives here.brbrGuest accessbrLocationbrbrPrivate access to White Island PondbrAncestral waters of the Wampanoag peoplebrMinutes to Onset BeachbrEasy access to Cape CodbrMinutes from Plymouth Rock & Plimoth Patuxet MuseumbrQuiet, peaceful residential areabrbrParkingbr2 cars fit comfortablybrDirectly in front of the homebrbrOther things to note:br- No large parties or eventsbr- Exterior camera at front doorbr- Trash pickup on FridaysbrbrSituated on the historic ancestral lands of the Herring Pond Wampanoag Tribe — paddle the same waters they have for over 12,000 years.

Charming house in peaceful Plymouth perfect for your next getaway

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(18)

$1051.11

Peaceful contemporary property in a quiet residential neighborhood. Phenomenal golf courses nearby (some public, some private). Ocean views from spacious open floorplan living area (600 ft away from cliffs). Beautiful hardwood floors throughout. Wine & coffee bar (with ground coffee, k-cups, Nespresso pods, sugar, sugar substitutes, and individual creamers all provided), large dining table, fireplace, large skylights, and gorgeous recently renovated chef's kitchen (well-stocked with spices and seasonings in cabinet), on that level open up with wall-to-wall sliding glass doors onto large deck perfect for entertaining (or just enjoying your coffee with the sunrise!) Jigsaw puzzles and rotating puzzle table, board & card games, books, large 4k OLED smart TV with cable and wifi for sports or movies on rainy days. Bonus office/ guest room with futon, and a beautifully renovated full bath complete that top floor. On the second floor you have 3 full bedrooms and 2 full bathrooms. Bonus Graco Pack & Play in the closet of the room with the twin trundle beds. The spacious master suite with king size bed also includes a second fireplace! Front hall closet has beach towels, pop up beach tent, sand castle toys, utility beach cart. Beautiful wrought-iron cushioned benches with ultra soft sand-removal brushes at both entrances to the house. Gorgeous newly renovated basement in-law style suite adds another full bedroom, bathroom, entertainment & kitchenette area. 2-3 min walk to entrance of beautiful private neighborhood beach. NO PETS OR SUPPORT ANIMALS.

Renowned Golf Courses nearby! Oceanview, Steps to Private Neighborhood Beach!

Plymouth, Massachusetts, United States

Bed

Bath

Sleeps

$232.68