Holiday rentals in Plymouth

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Top-rated holiday rentals in Plymouth

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Plymouth

4.91 out of 5 average rating, 182 reviews

The Ship’s Wheel The Best Downtown Location!

Clean, bright and comfortable space in the heart of Plymouth. Ideal for couples, families or friends located right in the center of Plymouth! Free off-street parking, no-stair access & allergen free! Recently renovated, it boasts granite counters, full-size appliances and a tiled shower. Queen size bed and a power adjustable double bed (sleeps 4). The living room includes a power leather recliner, wall mounted TV and a full-size head-to-head cocktail arcade game with all the arcade classics!

Guest favourite

Home in Plymouth

4.97 out of 5 average rating, 133 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!

Guest favourite

Home in Plymouth

4.93 out of 5 average rating, 126 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.

Guest favourite

Cottage in Plymouth

4.94 out of 5 average rating, 259 reviews

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove however there is a cooktop, microwave and toaster oven, 3/4 bathroom w a shower. Firestick/RokuTV. It is ONE room, open concept with a comfortable memory foam easy fold out king couch. The cottage is separate from the house and has its own entrance w own parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY**!!

Superhost

Home in Plymouth

4.9 out of 5 average rating, 181 reviews

Our Secret Garden

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 & chiminea. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod. POOL can be HEATED for $500.00/Visit.

Guest favourite

Home in Plymouth

4.89 out of 5 average rating, 234 reviews

Ocean Side, Amazing View, close to town/beach, Spa

PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

Guest favourite

Cottage in Bourne

4.97 out of 5 average rating, 222 reviews

Beach Cottage, without going over bridges to Cape!

Deeply sanitized, all handles Clorox wiped and cleaned thoroughly for all guests. This adorable beach cottage comes with everything you need for a nice & relaxing getaway. The beach is a short walk of about 5-8 minutes down the street. 2 beach chairs, towels & a cooler are provided. Come home to an outdoor grill and deck furniture to continue your outdoor experience. Fenced in yard and open to having well trained dogs for an additional one time $100 fee. Sorry no other pets considered.

Superhost

Cottage in Sandwich

4.89 out of 5 average rating, 158 reviews

Gold Anchor Cottage - private hot tub getaway!

This newly renovated cottage is an amenity-filled launching point to explore all of Cape Cod! Just 0.4miles to the beach and with our own private hot tub, you’ll be able to fully enjoy the Cape. Some of our favorites nearby: 2min- your local coffee shop 2min- great fish tacos + bar 2min- nice conservation area hike 2min- local convenience store 7min- downtown Sandwich 7min- golf course 9min- Sandwich Boardwalk 10min- Heritage Museums & Gardens 22min- Cape Cod Rail Trail

Guest favourite

Rental unit in Plymouth

4.97 out of 5 average rating, 103 reviews

Downtown Backyard Oasis

Enjoy easy access to everything from this perfectly located home base in downtown Plymouth. It is just a five minute walk to the 1620 Hotel, Mayflower, Plymouth Rock, beach, waterfront restaurants, Main Street boutiques & coffee shops, etc. Five minute drive to T station (in Kingston) for fun day trips to Boston without the traffic. Easy drive to Cape Cod for day trips as well! This newly renovated, yet charming, 2 bedroom first floor apartment is a perfect get away.

Guest favourite

Home in Plymouth

4.95 out of 5 average rating, 226 reviews

PLYMOUTH CENTER - The Captain's House #1

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.

Guest favourite

Cottage in Plymouth

4.9 out of 5 average rating, 125 reviews

Ocean Front Cottage With A Million Dollar View

This is an ocean front cottage with a million dollar view of Cape Cod Bay. Fully furnished rustic cottage on private property. Spectacular sunrise. Enjoy watching frolicking seals. Low tide exposes tide pools and sand bars to explore. We have humpback whale sightings. Fall is a beautiful time to visit New England, especially Plymouth. Beautiful view and Peaceful here at the cottage.

Guest favourite

Home in Plymouth

4.96 out of 5 average rating, 150 reviews

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!