House holiday rentals in Kingston

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 out of 5 average rating, 141 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.

5 out of 5 average rating, 178 reviews

An outdoor dining setting features a table with a plate of salad and wine glasses, accompanied by a bottle of white wine. In the background, a charming shed displays ‘Cape Away’ signage, surrounded by well-maintained greenery and a cozy lounge area.

Home in South Yarmouth

Relaxing Retreat | King Beds * Sauna * Bar Shed

Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

4.84 out of 5 average rating, 109 reviews

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

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

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.

4.91 out of 5 average rating, 163 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.

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.

4.9 out of 5 average rating, 301 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.

4.88 out of 5 average rating, 161 reviews

A spacious grassy yard is bordered by tall trees, providing shade and a serene view of the lake. Sunlight glistens on the water's surface, and a small seating area is visible in the foreground, inviting relaxation in this picturesque outdoor setting.

Home in Pembroke

Lakefront House Boston, Plymouth, Cape Cod

Directly on the lake, with spectacular year round views. Perfect for a couple’s getaway or a family vacation. Its our family lake home where many special memories have been made & more are waiting! Home is about 15 minutes to historic Plymouth, 35 minutes to Boston, 20 minutes to coastal beaches, 40 mins to Cape Cod, 8 mins to Fieldstone show park & just 1 mile from the MBTA Halifax commuter rail station-takes you right into Boston or just stay & enjoy the lake. Private water access.

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, 152 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.

4.99 out of 5 average rating, 256 reviews

A cozy living area features a stone fireplace, with a muted flame providing a warm glow. Above, a flat-screen TV is mounted against white shiplap walls, complemented by exposed beams. A dark wood coffee table sits at the center, surrounded by comfortable seating and decorative accents.

Home in New Bedford

Historic Cobblestone Carriage House near Downtown

Enjoy a piece of history at this carriage house! Jonathan Bourne owned a mansion along with this home, and his son purchased a whaler, Lagoda, in 1841. The ship is currently displayed at the New Bedford Whaling Museum, which is walking distance; just four/five blocks of downtown New Bedford, where you can also enjoy shopping, great food, entertainment, and the ferry to either Martha’s Vineyard or Nantucket. New 2025 (MBTA) commuter train rail to Boston and more. Check it out!

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, 145 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.

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, 196 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.

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, 254 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.

4.9 out of 5 average rating, 217 reviews

A red single-story guest house is surrounded by well-manicured grass and small shrubs. Three white windows on the front offer natural light, while brick steps lead to the main entrance. A tree shades part of the yard, contributing to a pleasant outdoor setting.

Home in Norton

THE RED HOUSE - Entire Private Home

Sunny and Cathy welcome you to our private and free-standing guest house on our fenced-in a highly secure property. We are perfect for small families, couples, singles, and business people. Our guest house has all of the amenities of home with a fully furnished and appliance kitchen and washer/dryer. We are located in Norton, MA, and close to all Boston and Providence colleges. Note: No Smoking, No party, No Drugs, and No Pets

Popular amenities for Kingston house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.78 out of 5 average rating, 32 reviews

An inviting outdoor space is depicted, featuring a spacious in-ground pool surrounded by lounge chairs. String lights are strung across the pool area, illuminating the backyard. A pool house and umbrellas provide additional amenities, while the home's facade is visible in the background.

Home in Barnstable

Stunning Cape Home - Inground Pool, 5 Min To Beach

4.86 out of 5 average rating, 103 reviews

An outdoor area is featured with a swimming pool surrounded by a decorative fence and lush greenery. Patios with seating arrangements and an umbrella provide shaded spots for relaxation. Colorful flower pots add vibrant accents along the poolside.

Home in Barrington

Cozy Barrington Home with a Private Pool

A saltwater pool is set within a stone patio area, surrounded by lush greenery. Lounge chairs and a shaded table with a red umbrella offer comfortable seating options. The serene view of Morey Pond is visible beyond the pool, framed by trees under a clear blue sky.

4.97 out of 5 average rating, 65 reviews

Our families slice of heaven

4.92 out of 5 average rating, 157 reviews

An aerial view captures a renovated home surrounded by lush greenery. A spacious deck with seating and a dining area adjoins a clear swimming pool, highlighting the outdoor space. The property is bordered by mature trees, creating a serene environment.

Home in Middletown

Modern Home w/ Pool & Game Room | Mins to Newport

An aerial view of a spacious backyard features a heated pool surrounded by a grey stone patio. Lounge chairs and umbrellas are positioned around the pool. The house showcases multiple large windows and a deck, with green grass and trees creating a private setting.

4.88 out of 5 average rating, 25 reviews

Mansion with Heated Pool Near Ocean

5 out of 5 average rating, 8 reviews

The exterior of the home is illuminated at night, highlighting the modern architecture and spacious deck. Soft lighting enhances the surrounding garden, which features a variety of colorful flowers and neatly placed stones. Large windows reflect the warm glow from within.

Home in Duxbury

Entire house! Heated Pool, dog friendly, kayaking.

A light-filled living area features comfortable seating with blue and white accents. A natural wood coffee table sits in the center, surrounded by a cozy area rug. A separate dining space is visible through an open archway, showcasing a charming dining table and decorative elements.

4.74 out of 5 average rating, 69 reviews

Tranquil Home with Pool, Fireplace, and Game Room

4.97 out of 5 average rating, 106 reviews

Home in Weston

Spacious vacation unit in premium suburban town

Weekly house rentals

4.97 out of 5 average rating, 39 reviews

A single-story home is presented with a clean white exterior and black shutters. The manicured front lawn features neatly trimmed bushes, leading to stone steps that ascend to the front door. A clear blue sky complements the serene setting.

Home in Wareham

The Perfect Restful Retreat

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.

4.92 out of 5 average rating, 36 reviews

Historic intown Colonial -2 blocks to harbor!

5 out of 5 average rating, 17 reviews

A cozy living room space is presented, featuring a comfortable sectional sofa facing a flat-screen television. A brick fireplace adds warmth to the ambiance, while a modern chandelier provides overhead lighting. Decorative elements like a small plant and a vase are placed on a nearby table.

Home in Brockton

Entire Private Modern Lower Level Loft

5 out of 5 average rating, 44 reviews

A spacious living area is fitted with modern, light-colored leather sofas arranged around a round wooden coffee table. Natural light filters through a large window, and a decorative staircase leads to the upper level. A cozy space is created with a plush area rug.

Home in Middleborough

Renovated Home with Family Theater Room and Sauna

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, 32 reviews

Oceanfront Home on Cape Cod Bay with Beach Access

A light-filled living area features a spacious beige sectional sofa, complemented by a decorative accent blanket. A wooden coffee table is centered on a soft area rug, while large windows provide views of the surroundings. A beach house sign accents the wall, enhancing the coastal theme.

4.95 out of 5 average rating, 39 reviews

The Beach Cottage @ White Horse Beach

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.

4.96 out of 5 average rating, 85 reviews

Cozy and Comfortable! Walk to Downtown Plymouth

5 out of 5 average rating, 39 reviews

A stunning sunset paints the sky with vibrant colors reflected in the calm water of Woods Pond. The outdoor deck features seating arrangements, while two fishing poles stand ready for use by the private dock. Trees frame the serene view, adding a natural touch.

Home in Middleborough

Pelicans Bog on Woods Pond in Middleboro

Private house rentals

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 out of 5 average rating, 9 reviews

Waterfront Plymouth Getaway

4.98 out of 5 average rating, 62 reviews

The exterior view of a single-story home is shown, surrounded by a spacious yard featuring grass and mature trees. A circular driveway provides easy access to the front entrance. The house has a welcoming porch area and is adjacent to a fenced side yard.

Home in Buzzards Bay

Cozy sleeps 5. Walk to beach, canal, Mass Maritime

4.98 out of 5 average rating, 55 reviews

A charming coastal home is presented in a scenic setting, featuring a light grey exterior and a welcoming front porch. Brick walkways lead to the entrance, flanked by well-maintained gardens and landscaped shrubs. A gravel driveway provides ample parking alongside the property.

Home in Pocasset

Coastal Retreat Near Saltwater Beaches & Boating

5 out of 5 average rating, 19 reviews

A spacious deck overlooks the water, featuring a large dining table surrounded by comfortable chairs. The scene is illuminated by a golden sunset reflecting on the water, while trees provide shade and an American flag gently flutters in the breeze.

Home in Weweantic

Waterfront Sunsets, Gateway to Cape Cod

5 out of 5 average rating, 17 reviews

Just Beachy

5 out of 5 average rating, 25 reviews

An open living area is highlighted by wooden beams and natural light flooding in from multiple windows. A comfortable sofa sits adjacent to a round coffee table on a textured rug, with woven lighting fixtures hanging above. A kitchen area is visible in the background.

Home in Marshfield

Beach Break -3 BR- Walk to Beach

A serene ocean view is captured from a bluff, showing a sandy beach below with calm water reflecting the sky. A few figures can be seen walking along the shore, complemented by the distant horizon and scattered clouds above.

5 out of 5 average rating, 12 reviews

Seaside retreat w/ private beach