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.

Luxurious 5-Star Location with Scenic Ocean View

Step into the luxury 1BR 1Bath condo nestled in the heart of Plymouth, MA. This unit is one of many we offer at the Harbourtown building also known as Thomas Sea Suites. It offers a relaxing retreat just a few steps from the picturesque waterfront, restaurants, shops, and historic attractions. The stylish design and a rich amenity list will leave you in awe ✔ Comfortable King Bedroom ✔ Open Design Living Area ✔ Full Kitchen ✔ Washer/Dryer ✔ Balcony ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking

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.

Oceanfront Plymouth Escape!

Over the Moon Beach House is a serene oceanfront escape nestled in picturesque Plymouth, Massachusetts. With sweeping views of Cape Cod Bay and the soothing sound of waves audible from every room, this charming retreat is ideal for families, couples, or friends looking to unwind by the sea. The home features: • Three comfortable bedrooms • A bonus room designed with kids in mind • A seasonal outdoor shower Over the Moon Beach House offers a peaceful coastal experience you’ll never forget.

Welcome to Swan Hollow.

Come experience the feel of being a thousand miles away yet 20 minutes from Plymouth Center. Watch the Mayflower and crisp white sails float across your backyard on a silver blue ocean. This beautiful little oasis is newly opened to visitors. Customized design to offer the perfect backdrop for a perfect stay. Have dinner on the deck or relax in your private cozy grotto. Book a therapeutic massage by candle light. Plan your day of exploration in the light of the gold and crimson sunrise.

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.

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.

Pet Friendly 🐶 …Walk to White Horse Beach

Be our guest …Enjoy the coastal charm of Plymouth , America’s hometown, 3BR (main bedroom en-suite) 2 Bath home in a family friendly residential beach community. “Coastal Soul” is a short walk to White Horse Beach and our pet friendly private beach access. Create memories with family and friends around the fire pit on the large deck and private backyard. Perfect backdrop and central base camp to explore Massachusetts’s historic sites and coastal beauty.

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.

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.

Quiet Coastal Home Walk to Private Beach

Wake up to sweeping ocean views in this luxury designer home in historic Plymouth, MA. Just a 5 minute walk to a private sandy beach, this retreat is perfect for families and remote workers. Comfortably sleeps 7. Enjoy a fire pit, mini-golf green, and easy access to Cape Cod and premier golf courses. Your ultimate coastal getaway awaits!

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.