
Holiday rentals in Walpole
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Top-rated holiday rentals in Walpole
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All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 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.

Modern home 22 min Boston, 20 min Gillette Stadium
Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Peaceful Country Home, Dover, Ma: Private Entrance
Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

FIFA Soccer 3 bdrm 2 bath home Walk to Gillette
Welcome to a perfect getaway just 1 mile from Gillette Stadium! This updated 3-bedroom, 2-bath duplex home is ideal for Patriot games, Concerts, & weekend escapes. Walk to Gillette & avoid parking costs & traffic. Ask about early arrivals, featuring an oversized deck-gas fireplace, grill & firepit. On a quiet wooded acre, this home offers both convenience and relaxation. 1 hr to Beaches/ Mountains. Between Boston & Providence Major Events: - FIFA World Cup Soccer 2026 - Patriot games

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.

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

the house of id; vintage shop, accessible space
🏡🚨‼️ Now Featured in The Boston Globe ‼️🚨🏡 Stay. Id's design is informed by our firsthand experience of living with a chronic/invisible illness. To us, accessibility means joy at your fingertips; and participation without overexertion. Unmask. Shop. We did the legwork, filling the house with buyable treasures. Live with the pieces you love. Then take them home. Take Part. Some of the house is experiential. Change hardware. Move art. Bake for the community. Get involved.

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.

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.

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. NEW in 2022: Mini-split AC!

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
Popular amenities for Walpole holiday rentals
Other great holiday rentals in Walpole

Conveniently Located & Comfy Suite- FIFA World Cup

New Flat Near Boston & Patriots Place/World Cup

Lakeside Cottage

Rustic Cabin | 25 Min (16 Mi) to Gillette Stadium

Lakefront Cottage w/Private Beach

World Cup | Elegant 4BR | Yard & Parking | Dedham

Quiet 1BR • Wi-Fi • Parking Included • In Randolph

Cozy home near downtown
Frequently Asked Questions
Are there family-friendly vacation rentals in Walpole?
Walpole has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Walpole?
Experience the best of Walpole with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Walpole?
Four-legged friends are welcome in Walpole. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Walpole?
Yes! Work meets play with ease at over 30 vacation rentals in Walpole featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Walpole vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Walpole, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Walpole have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Walpole. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Walpole have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Walpole. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Walpole have wifi?
Absolutely! We offer over 50 house rentals with wifi in Walpole. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Walpole have free parking?
Absolutely! We offer over 50 house rentals with free parking in Walpole. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Walpole?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with free parking, over 50 homes with a kitchen, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Walpole

Total holiday rentals
Explore 70 holiday rentals in Walpole

Nightly prices starting at
Walpole holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Walpole holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Walpole rentals

4.7 Average rating
Walpole stays receive an average rating of 4.7 out of 5 from guests
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- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- MIT Museum
- New England Aquarium
- East Sandwich Beach
- Canobie Lake Park
- Crane Beach
- Onset Beach
- Duxbury Beach
- Roxbury Crossing Station
- Quincy Market
- Bonnet Shores Beach
- Museum of Fine Arts
- Easton Beach





