House holiday rentals in Plymouth

4.97 out of 5 average rating, 149 reviews

The Mojito House with Hot Tub, Arcade and Theater.

Welcome to our 5 Bedroom new home located just a short 10 minute walk to downtown Plymouth. The house sleeps 12 people very comfortably. The 3rd floor attic is finished with beautiful power couch recliners for a great family gathering area. The outside area also nice outdoor seating with a 7 person hot tub. Enjoy a short walk downtown and enjoy all that Plymouth center has to offer. 50 plus restaurants and bars, Plymouth rock, shops, and enjoy the beautiful waterfront. Beaches are a short drive!

5 out of 5 average rating, 125 reviews

Updated Antique in Historic Downtown Plymouth

Updated antique colonial within walking distance to everything historic Downtown Plymouth has to offer- waterfront, boating, shops, restaurants, historic sites, and more. Fenced in backyard with patio overlooking gorgeous, well-maintained garden. Patio has large farm table with umbrella and Weber grill, great for entertaining! This charming in-town location offers you the best of both worlds - walking distance to everything while also being cozy and comfortable to enjoy a day at home to relax.

4.83 out of 5 average rating, 102 reviews

Home in Kingston

Waterfront Rocky Nook Beach House

Waterfront 3 bedroom rental beach house on Plymouth/Duxbury/Kingston Bay, steps from private sandy neighborhood beach on quiet street. Area exceeds crowded Cape Cod for quiet vacation. Wake to fantastic views & sunrises on unique tidal bay; step out to the beach without packing a car! Downtown historic Plymouth has many new & upscale shops & restaurants, water sports; Cape Cod bridges 20 mi south, Boston 35 mi via nearby train, take ferry to Martha's Vineyard, Provincetown, Nantucket for a day

4.93 out of 5 average rating, 151 reviews

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

4.92 out of 5 average rating, 142 reviews

Waterfront / Beach July & August Still Available!

Summer is almost here, book now to enjoy beaches dining and shopping - right in our neighborhood! Our location is walkable and super safe, and you'll be in the heart of it all. We are less than a block from many beaches, restaurants, nightlife and historical tours. Check out our walk-through video on You Tube. Type WhaleTailInt 2019 in the search for a virtual tour of the entire house. Hop on the "T" and day trip to Boston, or head to Cape Cod for beaches galore and souvenir shopping.

5 out of 5 average rating, 206 reviews

Home in Sandwich

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

5 out of 5 average rating, 42 reviews

Private Lakefront home w bunk house and beach

Take it easy at this unique and tranquil getaway nestled deep within the woods. This newly updated home is the perfect private escape! So close to everything yet you will literally feel like you’re far far away! Whether you’re looking for some lake side relaxation or take a short cruise to historical downtown Plymouth or take a day trip to the Cape…..you’ll be centrally located for whatever you’re vibing. Located on Island Pond-with your own private beach for swimming, kayaking and more.

4.87 out of 5 average rating, 148 reviews

Home in Pembroke

Lakefront House Boston, Plymouth, Cape Cod

Directly on the lake, with spectacular year round views. Perfect for a couple’s getaway or a family vacation. Its our family lake home where many special memories have been made & more are waiting! Home is about 15 minutes to historic Plymouth, 35 minutes to Boston, 20 minutes to coastal beaches, 40 mins to Cape Cod, 8 mins to Fieldstone show park & just 1 mile from the MBTA Halifax commuter rail station-takes you right into Boston or just stay & enjoy the lake. Private water access.

4.89 out of 5 average rating, 123 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

Welcome to Seaview Summit House, where you can enjoy breathtaking panoramic ocean views, take a dip in our heated swimming pool, and take a short walk to the beach. Our spacious and beautifully decorated home features a large living area with comfortable seating, a fully equipped kitchen with all the essentials, and a dining area that seats everyone. You'll have plenty of room to spread out and enjoy your time together, whether you're lounging inside or soaking up the sun outside.

4.97 out of 5 average rating, 32 reviews

Cliff House - Panoramic views of Cape Cod Bay.

This stylish place to stay is perfect for group trips. Located inside Ocean Air Estates directly on a cliff over looking the ocean. This private community has its own beach access where you can swim and see ocean wild life. Every room has its own access to outside decks and patios. All bed rooms have decks and ocean views, room darkening shades and quality mattresses and bedding. The home lacks nothing for personal comfort. The large luxury kitchen has multiple sinks and ovens.

5 out of 5 average rating, 26 reviews

Historic intown Colonial -2 blocks to harbor!

Majestic and charming 1872 Colonial is situated on one of Plymouth's most historic streets. The house is but a short 6 minute walk to the waterfront and to the center of historic Plymouth. Our 150 year old charmer is spacious, yet cozy and comfortable ...updated, yet quirky. As the leaves start to fall, you'll definably enjoy the back deck with glimpses of the ponds beyond. Come make memories with a relaxing getaway.... and enjoy all that Plymouth has to offer.

Superhost