Holiday houses in Plainville

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Top-rated holiday rentals in Plainville

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

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Top Guest favourite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.98 out of 5 average rating, 142 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 9 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

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Top Guest favourite
A view of the calm water on Mirror Lake is framed by a flower-lined, stone patio leading to a wooden dock. The water reflects the greenery from the surrounding trees under a clear blue sky.
Home in Wrentham
4.96 out of 5 average rating, 108 reviews

Relaxing Waterfront Lakehouse, 10 min to Gillette

Relax at this peaceful, family-friendly lake house on Mirror Lake. Fully renovated 3-bedroom, 2 full bath getaway directly on the water with private deck, dock, patio area, propane grill, paddle boards, kayak, fishing, and more. Located nearby Gillette Stadium, Patriot Place, Wrentham Premium Outlets, Plainridge Park Casino, an abundance of restaurants, wedding venues, walking trails and central to Boston or Providence, this is a great location for many activities or just lounging by the water.

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Guest favourite
A well-maintained lawn stretches across the foreground, bordered by trees providing a natural backdrop. A two-story house is visible in the distance, featuring warm-colored accents and surrounded by lush greenery. A flowering tree adds a pop of color to the serene setting.
Home in Wrentham
4.97 out of 5 average rating, 29 reviews

Private Heaven with a Vineyard

Welcome to your private vineyard retreat in Wrentham. Set on over 6.8 acres at the end of a peaceful cul-de-sac, this charming escape offers a working vineyard, open fields, fruit trees, and private trails. Unwind by the cozy stove, entertain on the deck or patio with charcoal griller, and enjoy the screened gazebo with expansive field view. Perfect for nature lovers, families, or weekend getaways—just minutes from outlet mall, highway and local supermarket. Serenity, charm and comfort await.

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Top Guest favourite
A well-maintained yard sits on a spacious acre, featuring lush green grass and a variety of trees. The house is partially visible on the right, and a clear path leads to the sunroom entrance. Flower beds with blooming plants add color to the landscape.
Home in Walpole
4.89 out of 5 average rating, 113 reviews

Entire home 3 miles from Gillette, sleeps 7.

Large yard, great for pets, this 3 BR/5 bed, well maintained home is situated 30 Minutes to Boston & Providence RI, 3 miles to Gillette Stadium & the commuter rail. Home is surrounded by many Pine trees, set back from the main road, on corner of a Cul de Sac good for walking and peace and quiet. Everything you need should be there, this was family's private residence now an Airbnb. Sit back & relax in the yard listening to the birds & enjoying nature all while being minutes to everything!

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Top Guest favourite
The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.
Guest suite in Sharon
4.96 out of 5 average rating, 232 reviews

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

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Superhost
Home in Bellingham
4.92 out of 5 average rating, 36 reviews

Spacious Lakeside Escape w/ Beach, Fire Pit & Farm

Gather in this lakeside retreat perfect for family get-togethers. Enjoy cozy spaces for meals, games & movies, plus a beach, kayaks, trails & farm animals! Peaceful views, a gazebo & a fire pit make it easy to unwind. ⭐ “An amazing space to reconnect with family—kids played, adults relaxed and we barely needed to leave.” 🌄 HIGHLIGHTS ✓ Lakeside views, beach, kayaks & trails ✓ Family-friendly: swings, play areas & animals ✓ Spacious gathering areas & stocked kitchen

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Guest favourite
Apartment in Sharon
4.91 out of 5 average rating, 69 reviews

Newly renovated cozy apartment!

Our newly renovated, cozy apartment is perfect for up to four guests and offers a warm, inviting atmosphere that feels like a true home away from home. This spacious one-level unit is fully equipped with essential amenities to ensure a comfortable and convenient stay. You’ll enjoy easy access to a variety of local restaurants and bars, and we are just a short 1-mile drive from Patriot Place, home of the New England Patriots, premier shopping, dining, and entertainment.

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Top Guest favourite
An open-concept studio is displayed, featuring a spacious bed with a light gray blanket. A cozy seating area includes a sofa and a chair, while a dining table is positioned in the background. Large windows allow natural light to illuminate the checkered floor.
Guesthouse in East Providence
4.95 out of 5 average rating, 131 reviews

Beautiful Studio - < 15 mins 2 downtown & Brown

Relax, work, and unwind in “The Treehouse,” our serene, light-filled studio apartment nestled among the trees. Perfectly located in historic Rumford, RI, it’s just 3 miles from Brown, RISD, and Johnson & Wales, and 5 miles from Providence College. Enjoy quick access to the East Side of Providence, Newport, and Little Compton beaches. Conveniently close to Amtrak, bus lines, and the airport, it’s an ideal spot for exploring New England or visiting area colleges.

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Guest favourite
A charming yellow Victorian house features a large front porch with white railings and a welcoming red door. Colorful tulips bloom in well-maintained garden beds alongside a stone wall, complemented by a neatly paved path leading to the entrance.
Home in Franklin
4.91 out of 5 average rating, 64 reviews

LARGE PET FRIENDLY HOME WITH PRIVATE FENCED YARD

Welcome to the privacy of our charming sunny yellow 1880 Victorian. This pet friendly home has gated parking, sleeps 5-6, ideal for family visits, nearby events, housing transitions, etc. Walking distance to town center, Dean college, commuter rail, easy access to highway 495/95, 10 minutes to Wrentham outlets, 20 minutes to Gillette stadium & Xfinity center(Great woods), 40 minutes to Cape Cod, and an hour to Boston. 45 minutes to BOS/PVD airports.

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Top Guest favourite
Home in Brockton
5.0 out of 5 average rating, 78 reviews

Hot Tub, Gazebo, Pool table & Fire Table

Spacious, family-friendly retreat near Boston for up to 10 guests. Escape to your private backyard oasis, soak in the hot tub, shoot pool under the gazebo, gather around the fire table, or dine outdoors. Sleep comfortably with 1 king, 1 queen, 2 full beds, plus 2 fold-up queen mattresses. Enjoy Smart TVs, fast Wi-Fi, a fully equipped kitchen, and free driveway parking. Perfect for family trips, graduations, getaways, and business stays.

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Guest favourite
A modern kitchen design features white cabinetry and sleek countertops, with a large island providing seating for four. Pendant lights hang above, illuminating the space. Stainless steel appliances are complemented by a vase of fresh flowers, adding a touch of color to the neutral palette.
Home in Smithfield
4.94 out of 5 average rating, 201 reviews

Luxury Home | Fire Pit | Beach | Grill | 2 Decks

Welcome to Stillwater.House - a custom built Airbnb. Our premier luxury home is situated overlooking a picturesque running river and 92 acre pond. Built in 2020, this beautiful 2,600 sq ft, five bedroom, four bath home boasts breathtaking views, nestled in the picturesque Georgiaville Village. Enjoy the views on TWO decks with plenty of outdoor seating, couches and a brand new gas grill! RE.02492-STR

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Top Guest favourite
A spacious living room is displayed, featuring a large sectional sofa with accent pillows. A coffee table sits atop a textured area rug. A modern fireplace is framed by brick, and a wall-mounted TV offers entertainment options. Natural light is provided through large windows.
Guesthouse in Foxborough
4.97 out of 5 average rating, 214 reviews

Bates Boutique ☆ Home Away From Home

Stay at a recently renovated Bates Boutique specifically for your enjoyment. Highlights: - Fully redesigned kitchen & dining area - Relax in the living room with a 65" Smart TV (live channels, Netflix, Disney+, Hulu, Apple+, HBO Max, and others included) - Cozy bedrooms with heavenly bedding - 3 workspaces to ensure you can get work and play done - Outdoor patio & grill for fun inside & out

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Popular amenities for Plainville holiday rentals