House holiday rentals in Plymouth

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.

Family Beach House w/ hot tub, fire-pit, workspace

thePriscilla is your coastal retreat! Just a 6-min stroll to a private beach, our 4-bedroom, 2-bathroom home is the perfect destination for your next getaway. Unwind in the hot tub or gather around the backyard fire pit and bar. 10-minute drive to downtown Plymouth for great dining, shopping, and entertainment. 2 living rooms with space for groups and kids. Perfect for trips of all kinds: multi-generational, holiday gatherings, girls trip, golf trip, family-friendly, kid-friendly, cozy getaway.

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.

Summer dates still available! Book Today!

Summer is a great times to visit Plymouth, from beaches to sunny warm weather, we have it all! 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.

Ocean view home on Cape Cod Bay

Welcome to this family beach home on a 150-foot cliff with breathtaking views over Cape Cod Bay. This is one of the highest oceanfront locations on the entire East Coast. The airy, open living space has an ocean view, including the kitchen. Relax on the spacious screened porch. Take day trips to Plymouth, Boston, Cape Cod, and the islands. Have a picnic in the private cliff garden, and take in the vast, blue expanse below. This is an incredibly peaceful place, with so much to do nearby.

Amazing Water views! Ocean front, HotTub & More!

Wake up to breathtaking ocean views at this stunning Bay Shore Drive retreat in Plymouth! This coastal home combines modern comfort with seaside charm featuring ensuite baths, a gourmet kitchen, fun indoor entertainment, and oceanfront amenities like a hot tub and fire pit. Just minutes from beaches, dining, and historic attractions, it’s the perfect getaway for families or friends. Long Beach - 5 min Plymouth Rock & Mayflower II-10min. Downtown Plymouth Waterfront-10min.

The Captain's House - Downtown Plymouth

A true downtown gem. Sparkling clean PRIVATE 1,600 sq ft HOUSE. Unbeatable location with all that Plymouth has to offer literally outside the door - restaurants, the harbor and historic sites (yet on a quiet street). Stylish, renovated 5 bedroom, 2 full bathrooms, laundry, a huge front porch and hidden backyard courtyard. Full kitchen, dining room, and living room. Park 2-3 cars in driveway. Central AC. A guest favorite that rarely disappoints.

Cozy Family Retreat

Spacious home just 2 miles from the beach, 15 minute ride to downtown Plymouth, and 3 miles from the Sagamore Bridge—perfect for easy Cape Cod access without the traffic. Nestled in the woods with nearby walking trails, ponds, and beaches, it’s the ideal mix of nature and convenience. Close to grocery stores and restaurants, this peaceful retreat is perfect for families or groups looking to explore the coast and unwind.

Seaview Summit | Ocean Views, Indoor Pool, Beach

Perched above the coastline with panoramic Atlantic views, Seaview Summit House is Plymouth's premier oceanfront retreat. Designed for discerning travelers seeking serenity, space, and sophistication. With a heated indoor pool, expansive outdoor living areas, and direct beach access just moments away, this stunning property delivers a five-star experience in every season. Book your stay today. You'll be glad you did.

1 of a Kind Pond-Front Home, Minutes from Downtown

Pond-Front property boasts unparalleled privacy and charm. 5 minutes from shopping and downtown Plymouth. Located on a peninsula of land, water views are plentiful. Both ponds are tested yearly and safe for swimming, fishing, etc. Bring your furry friend to run in the back yard, your kids to play, or simply your friends to relax and catch some sun. Opportunities are endless!

Beautiful ocean front home with amazing view

This one story house on Buttermilk Way is just as comforting as the name of the street it's located on. Its white walls, large open windows, and backyard deck with a view of the bay is perfect for a relaxing getaway. Equipped with three bedrooms, two bathrooms, a full kitchen, and common space ensures that your comfortable yet functional vacation.

1620 Seaview: Top 1% • Firepit • Walk to Downtown

Enjoy views of Plymouth Harbor from a renovated 1900 Victorian home under 1 mile from downtown. This apartment is 1400 sf and spans 3 floors. It is perfect for 6-8 people and can accommodate up to 10. Close to everything, but tucked in a private setting. No Shared space, each of the 3 apartments has its own locked entrance.