Waterfront vacation rentals in Plymouth

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Top-rated waterfront rentals in Plymouth

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A peaceful lakeside setting is captured, featuring several red Adirondack chairs arranged in a semicircle on a sandy shore. The calm water reflects the surrounding greenery and a few blue chairs are positioned nearby. A small fire pit is visible, enhancing the outdoor atmosphere.
Condo in Plymouth
4.76 out of 5 average rating, 159 reviews

Clear Pond Pet Friendly Inn

This pond front property offers a relaxing atmosphere with beautiful views of your private beach for swimming, kayaking and canoeing. You're a stone's throw from the Plymouth Rock, Plantation, and Plymouth Beach, along with all the restaurants and shops along the waterfront. Boston, Cape Cod, Nantucket, and Martha's Vineyard are only minutes from your doorstep. There is a walking trail for pets around an adjacent cranberry bog. Fire pits, private patio, and beach for your outdoor pleasure!

Top guest favorite
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 favorite
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 favorite
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, 222 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 favorite
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.

Top guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
A cozy living area features light peach walls and warm wooden flooring. A comfortable sofa is situated beside a small coffee table. A circular chair is placed nearby, with a dining table and chairs in the background, illuminated by natural light from multiple windows.
Apartment in Onset
4.87 out of 5 average rating, 134 reviews

⭐ Beach Vibes & Fun Colors -- The Seashell Suite

Beach vibes and fun colors are the main features of this cozy 1 bedroom suite.  With brand new pine floors, a full kitchen, and a full bathroom, this suite provides all the amenities for your beachside stay. The bed is topped with memory foam for extra comfort. This bright, first floor suite provides easy access to the beach, park, and village.  We also have beach towels and 2 lightweight beach chairs for your use :)

Top guest favorite
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.

Top guest favorite
A bright living area features wooden beams across the ceiling and light walls. A comfortable couch with decorative pillows faces a coffee table stacked with magazines. Two lamps provide ambient lighting, while sunlight enters through multiple windows, creating a welcoming environment.
Cottage in East Falmouth
4.94 out of 5 average rating, 199 reviews

“Cozy Cottage” on Great Bay

Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach. We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Popular amenities for Plymouth waterfront rentals

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Quick stats about waterfront rentals in Plymouth

  • Total vacation rentals

    Explore 160 vacation rentals in Plymouth

  • Nightly prices starting at

    Plymouth vacation rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 9,870 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Plymouth vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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