Waterfront holiday rentals in Plymouth

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Top-rated waterfront accommodation in Plymouth

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
A deck overlooks the bay, featuring two wooden lounge chairs positioned for relaxation. The tranquil water reflects the sky, with distant hills and boats visible on the horizon. The scene conveys a peaceful coastal setting, ideal for enjoying views of sunrises and sunsets.
Home in Kingston
4.84 out of 5 average rating, 109 reviews

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

Top Guest favourite
The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.
Cottage in Marion
4.99 out of 5 average rating, 198 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Guest favourite
A spacious living area features a comfortable sofa with decorative pillows, facing large glass doors that open to a deck overlooking the ocean. Soft natural light illuminates the room, while the expansive view highlights the serene blue water and sky.
Home in Plymouth
4.92 out of 5 average rating, 165 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.

Top Guest favourite
A quaint historic home features classic shingle siding and a welcoming green front door. Windows with evenly spaced panes provide a glimpse of the interior, while a white picket fence and lush greenery frame the property, creating an inviting setting.
Home in Sandwich
5 out of 5 average rating, 223 reviews

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.

Guest favourite
A view from a window showcases vibrant pink and white flowers in window boxes, framing a serene lake scene. Beyond the flowers, the calm water reflects the gentle colors of the sky, while white Adirondack chairs are positioned on a deck that extends over the pond.
Guesthouse in Plymouth
4.94 out of 5 average rating, 141 reviews

Charming Pond-Front Boathouse

Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.

Guest favourite
A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.
Home in Plymouth
4.9 out of 5 average rating, 304 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.

Top Guest favourite
A spacious living area features a light-colored sofa with decorative pillows, a coffee table, and a television mounted on the wall. Large sliding glass doors allow natural light and provide a view of the outside deck. A lamp adds a subtle touch of illumination.
Condo in Plymouth
4.99 out of 5 average rating, 124 reviews

Captain's Lodge- #1, Plymouth Water Front Condo

1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths. Full large eat in kitchen + dinning and living room area. Massive outside deck over looking Plymouth harbor. Located in the heart of the historic Plymouth Water front. Short walk to the rock, Mayflower and beaches and surrounded by resturants , pubs and night life. Location offers access to all that Plymouth has to offer. Condo has been recently remodeled and everything is new and clean. Off street parking on location.

Top Guest favourite
The exterior of the house features a classic design with white wood siding and blue shutters. Flower boxes with blooming plants are placed beneath the windows. A side staircase leads to the entrance, while a well-kept pathway runs alongside the home.
Home in Plymouth
4.93 out of 5 average rating, 154 reviews

"Whale Tail" Plymouth Waterfront off season rates!

Winter fun is on the way, Downtown Plymouth is a great fall and winter destination! 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.

Guest favourite
A spacious room features a king-sized bed with a neutral quilt and decorative pillows. French doors open to a view of the outdoor area, allowing natural light to illuminate the space. A patterned area rug enhances the room's aesthetic.
Apartment in Plymouth
4.91 out of 5 average rating, 161 reviews

Remodeled Studio Apartment in Downtown Plymouth

Come experience the charm and rich history of “America’s Hometown!” Get transported back in time in an 1887 colonial home located in the heart of downtown Plymouth. Enter through the French doors into a recently remodeled studio apartment with a full kitchen, full bath and king-sized bed. All the modern comforts you could ask for in a quaint and cozy rental. Walking distance to restaurants, shopping, Plymouth Rock, the Mayflower and more!

Guest favourite
Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.
Guesthouse in Dartmouth
4.9 out of 5 average rating, 162 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Top Guest favourite
The ocean front view features a rainbow arching over Cape Cod Bay, with a grassy area leading to the water. A swing set and a vehicle are visible in the foreground, while lush greenery borders the bay in the background.
Cottage in Plymouth
4.91 out of 5 average rating, 144 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. This is a very peaceful and quiet location. The beach stairs were recently pulled (October 11) up for the remainder of the season due to Nor’easter.

Guest favourite
A historic lighthouse stands beside a renovated white keepers home, both set on a lush green lawn. The Atlantic Ocean stretches out in the background under clear blue skies, offering a serene coastal view.
Lighthouse in Pocasset
4.94 out of 5 average rating, 114 reviews

Wings Neck Lighthouse

Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

Popular amenities for Plymouth waterfront rentals

When is the best time to visit Plymouth?

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Avg. price$413 AUD$409 AUD$416 AUD$407 AUD$463 AUD$530 AUD$584 AUD$581 AUD$451 AUD$413 AUD$409 AUD$451 AUD
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Quick stats about waterfront rentals in Plymouth

  • Total holiday rentals

    Explore 160 holiday rentals in Plymouth

  • Nightly prices starting at

    Plymouth holiday rentals start at $61 AUD per night before taxes and fees

  • Verified guest reviews

    Over 9,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Plymouth holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Plymouth rentals

  • 4.9 Average rating

    Plymouth stays are highly rated by guests—averaging 4.9 out of 5!

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