House holiday rentals in Plymouth

A spacious living room is depicted, featuring a large sectional sofa with blue upholstery and accent pillows. A wooden coffee table is centered on a light area rug, while a flat-screen television and a cozy fireplace are installed on the opposite wall. Natural light fills the room through large windows.

4.95 out of 5 average rating, 111 reviews

Freshwater Cottage - 1 min walk to private beach

Welcome to Freshwater Cottage, our home is designed with comfort and relaxation in mind, offering a perfect blend of modern amenities and rustic charm. Whether you're looking to escape the hustle and bustle of daily life, enjoy quality time with your family and explore the beauty of the surrounding landscape. Our retreat is located in a quiet neighborhood 3 houses from Sandy Beach and Wall Pond and 4 minutes to fully recreational Big Sandy Pond with private association beaches and boat landing.

LocationFamilyParks

The entryway features a wooden staircase with white railings leading to the second floor. A cozy seating nook sits beside a window, adorned with decorative pillows. Light-colored walls complement the hardwood flooring, while a console table with a decorative bowl adds a welcoming touch.

5.0 out of 5 average rating, 167 reviews

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.

LocationFamilyCleanliness

4.92 out of 5 average rating, 192 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.

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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.

4.93 out of 5 average rating, 166 reviews

Fall In New England, Book Today!

Fall is a great times to visit Plymouth, from leaf peeping to Cranberry Harvesting and chilly Fall Festivals, 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, Cape Cod or even New Hampshire!

LocationFamilyParking

The exterior of the home is surrounded by lush greenery and flowering plants, including vibrant roses and colorful azaleas. A spacious screened porch is visible above the flourishing garden. The manicured lawn adds to the inviting setting of this family beach home.

5.0 out of 5 average rating, 54 reviews

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.

LocationFamilyView

A well-maintained outdoor space features two blue Adirondack chairs positioned on a grassy area. A large tree with lush green leaves provides shade, while the side of the house, partially visible, presents a welcoming entrance framed by greenery.

4.9 out of 5 average rating, 153 reviews

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.

LocationFamilyLaundry

A serene pool area is surrounded by lush gardens, featuring vibrant flowers in planters. A pool house is visible in the background, framed by greenery. The clear water of the pool reflects the surrounding natural beauty, inviting relaxation and enjoyment.

4.9 out of 5 average rating, 198 reviews

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.

LocationFamilyWifi

A collage showcases various aspects of The Captain's House, including a stylish bedroom with a spacious bed, a modern kitchen equipped with essential amenities, a cozy living room, and a front porch with rocking chairs. Scenic views of Plymouth harbor and historic sites are also featured.

4.95 out of 5 average rating, 278 reviews

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.

FamilyLocationAir conditioning

4.99 out of 5 average rating, 117 reviews

A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.

Home in Wareham

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

LocationFamilyComfort

A serene pond-front view captures a charming green house surrounded by lush trees and a well-maintained yard. Water's smooth surface reflects the structure, enhancing the tranquil atmosphere. Nearby foliage hints at seasonal changes, adding to the picturesque outdoor setting.

4.95 out of 5 average rating, 184 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!

FamilyLocationHospitality

4.96 out of 5 average rating, 121 reviews

Home in Buzzards Bay

Oceanfront | Firepit | Gameroom | Pets | Kayaks

Welcome to Beach Bliss—AS SEEN ON THE EMMY AWARD WINNING TV SHOW - STAYCATION! This newly renovated 5BR, 2BA waterfront retreat in Buzzards Bay offers a fire pit, game room, modern amenities, and cozy charm. Walk to local restaurants and attractions, or relax with breathtaking views. The perfect escape for comfort, style, and tranquility on Buttermilk Bay.

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A sandy beach stretches along the shoreline, with gentle waves lapping at the water's edge. Rolling green hills frame the background, and the expansive blue sky creates a serene atmosphere. The scene invites relaxation and offers a glimpse of the ocean's tranquility.

4.96 out of 5 average rating, 75 reviews

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!

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Popular amenities for house rentals in Plymouth

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.89 out of 5 average rating, 331 reviews

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

LocationFamilyGetting around

4.99 out of 5 average rating, 102 reviews

Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

FamilyLocationAccess

4.99 out of 5 average rating, 192 reviews

A spacious wrap-around porch is shown with comfortable seating, offering panoramic views of the waterfront. The warm glow of sunrise reflects on the water, and a distant bridge is visible under a clear sky. The setting invites relaxation and enjoyment of the serene environment.

Home in Somerset

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View

LocationFamilyKitchen

4.91 out of 5 average rating, 104 reviews

Home in Wareham

Edgewater Retreat | Oceanfront Home | Heated Pool

ValueFamilyBack garden

4.96 out of 5 average rating, 143 reviews

The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.

Home in Cotuit

Private Pool, near beaches, 3 BR/3 BA, Central Air

ValueLocationGetting around

4.87 out of 5 average rating, 125 reviews

Home in Somerset

Campfires & Porch Swings Hot Tub | Pets Welcome

ValueFamilyLaundry

4.94 out of 5 average rating, 127 reviews

A light-filled living space features a curved beige couch, complemented by a green stool and decorative pillow. Lush indoor plants add vibrancy alongside wall art in frames. The cohesive color palette includes soft blues and natural wood accents, creating an inviting atmosphere near an open bathroom doorway.

Home in Middletown

Private Heated Pool • Upscale 4BR • 13 min 2 Beach

ValueLocationCheckout

4.74 out of 5 average rating, 78 reviews

Spacious Retreat With Pool, Game Room & Fireplace

LocationFamilyNearby

Weekly house rentals

A wooden deck extends from the house, featuring a seated area with an Adirondack chair. Expansive views of the ocean and shoreline are visible, framed by low coastal vegetation and a wooden fence. A clear sky with scattered clouds creates a serene backdrop.

4.97 out of 5 average rating, 39 reviews

Oceanfront Home on Cape Cod Bay with Beach Access

LocationValueBiking

A landscaped yard features a white picket fence and a stone pathway leading to the house. Steps ascend from the yard to the deck above, surrounded by greenery and framed by trees. The calm waters of Fresh Pond are visible in the background under a clear sky.

4.98 out of 5 average rating, 57 reviews

Secluded Waterfront, Lake View, With Private Dock

LocationFamilyView

An outdoor patio is presented with comfortable seating arrangements, including two cushioned chairs and a small table. A dining table accommodates several guests. Scenic views of green grass and distant water are visible, creating a serene coastal setting.

5.0 out of 5 average rating, 19 reviews

Waterfront Plymouth Getaway

LocationFamilyPets

A spacious, light blue house stands against a backdrop of a clear sky and ocean. Lush greenery surrounds the property, and a well-maintained driveway leads to the entrance. Large windows provide unobstructed views of the water, inviting natural light into the home.

4.98 out of 5 average rating, 48 reviews

Oceanfront Year-Round Romantic Getaway w/Hot Tub

ValueLocationBathroom

A comfortable living area is presented, featuring a gray sectional sofa with colorful cushions, a wooden coffee table, and decorative flowers. Large windows provide natural light, while a brick column adds character. A dining space is visible in the background, along with a playful wall art piece.

4.97 out of 5 average rating, 98 reviews

Cozy and Comfortable! Walk to Downtown Plymouth

ValueFamilyParks

A wooden boardwalk extends towards the calm ocean, framed by a sandy beach and gentle blue waves. Smooth rocks accompany the path, and the sky is clear with wispy clouds, creating a serene coastal scene.

5.0 out of 5 average rating, 61 reviews

The Quarterdeck | Oceanfront Fun for All Ages

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5.0 out of 5 average rating, 30 reviews

Pondside getaway

FamilyLocationView

4.97 out of 5 average rating, 34 reviews

Amazing Water views! Ocean front, HotTub & More!

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Private house rentals

5.0 out of 5 average rating, 6 reviews

Cozy Loft Cottage w/ Deck & Big-Screen TV

LocationComfortTV

The exterior of a beachside cottage is shown, featuring two connected structures amid lush greenery. A gravel driveway leads to the entrance, bordered by flowering plants. Clear blue skies above provide a bright atmosphere, highlighting the charm of the cottage and its surrounding landscape.

4.92 out of 5 average rating, 37 reviews

Spacious Beachfront House on Cape Cod Bay

FamilyLocationNearby

4.9 out of 5 average rating, 29 reviews

Seaside retreat 2 min walk to private beach

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An aerial view captures the proximity of the rental to Nelson Beach, with the sparkling water visible in the background. Nearby local infrastructure, including buildings and residential areas, reflects the vibrant community, while green spaces enhance the serene coastal landscape.

4.99 out of 5 average rating, 87 reviews

Hidden Gem Downtown Plymouth Quiet Street 7 homes

LocationFamilyAccuracy

The scene showcases a lush landscape leading down to a serene bay. Vibrant green foliage borders a small path that meanders towards the water's edge. The tranquil blue water reflects light, complementing the natural beauty of the surroundings.

5.0 out of 5 average rating, 17 reviews

La Réunion Luxury Beach House

LocationFamilyHospitality

4.9 out of 5 average rating, 50 reviews

A two-story home is presented, featuring a white exterior with multiple windows. A driveway extends in front, while a fenced-in yard offers a neat appearance. Lush greenery surrounds the property, enhancing the sense of privacy in this quiet neighborhood.

Home in Kingston

Updated: Cozy Modern 2BR+/1BA near Grays Beach

ValueFamilyParking

A classic Colonial-style home is presented with white siding and black shutters. An American flag is displayed prominently, and lush greenery surrounds the entrance. The pathway is framed by dark stone, leading to a welcoming porch with columns and potted plants, adding to the home's charm.

4.93 out of 5 average rating, 57 reviews

Historic intown Colonial -2 blocks to harbor!

ValueFamilyHeating