Walpole holiday rentals

We found 296 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Walpole to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Walpole

Showing deals for:25 Dec - 1 Jan

Outdoor dining
Exterior detail
Private kitchen
Interior
Exceptional
(6 reviews)

Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17

Newton

9% off
AU$25,560
for 7 nights, 1 home
AU$3,651 per night
includes taxes & fees
Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17
Exterior
Terrace/patio
Private kitchen
Exterior detail
Exceptional
(34 reviews)

Lovely Studio Walk to Wellesley and Babson College

Wellesley

8% off
AU$3,081
for 7 nights, 1 home
AU$440 per night
includes taxes & fees
Lovely Studio Walk to Wellesley and Babson College
Living area
Living area
Dining
Room
Exceptional
(34 reviews)

Waterfront Lakehouse near Gillette Stadium, central to Boston & Providence

Wrentham

16% off
AU$6,112
for 7 nights, 1 home
AU$873 per night
includes taxes & fees
Waterfront Lakehouse near Gillette Stadium, central to Boston & Providence
Private kitchen
Interior
Room
Outdoor dining
Exceptional
(30 reviews)

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Boston

7% off
AU$2,532
for 7 nights, 1 apartment
AU$362 per night
includes taxes & fees
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train
Dining
Interior
Sunroom
Terrace/patio
Exceptional
(14 reviews)

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Stoughton

21% off
AU$8,588
for 7 nights, 1 home
AU$1,227 per night
includes taxes & fees
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
Living Room - Your Home Away from Home
Stairs to Apartment - We Shovel for You!
Private kitchen
Outdoor dining
Exceptional
(24 reviews)

Large 5-Bed Modern Family Retreat with Kitchen & Free Parking Near Boston!

Boston

5% off
AU$1,968
for 7 nights, 1 apartment
AU$281 per night
includes taxes & fees
Large 5-Bed Modern Family Retreat with Kitchen & Free Parking Near Boston!
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Walpole getaway

Enjoy the festivals and other features of Walpole. This city's restaurants, sporting events and shopping draw many visitors. Gillette Stadium and Fenway Park are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Walpole

Do you want to discover top things to see and do while you're in the area? Venture out of your holiday home and check out everything that makes Walpole a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Fore Kicks Sports Complex and Golf Course (4.4 mi / 7 km)
  • The Skating Club of Boston (5.5 mi / 8.9 km)
  • Foxborough Country Club (6.7 mi / 10.8 km)
  • Supercharged Entertainment (7.2 mi / 11.6 km)
  • Blue Hills Ski Area (8.5 mi / 13.7 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (9.9 mi / 15.9 km)

Exploring the natural landscape of Walpole

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Walpole is a great place to get outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (17.5 mi / 28.1 km)
  • Copley Square (16.9 mi / 27.2 km)
  • Boston Harbor (18.4 mi / 29.6 km)
  • Arnold Arboretum (12.6 mi / 20.3 km)
  • Cochituate State Park (13.3 mi / 21.4 km)
  • Chestnut Hill Reservoir (14.2 mi / 22.8 km)

Transport to and around Walpole

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 4.8 mi (7.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 18.9 mi (30.4 km) away.

If you're travelling by train, make your way to Walpole Station or Walpole Plimptonville Station to see more of the city.

Frequently asked questions

What is the best area to stay in Walpole when booking a holiday rental?
When considering a holiday rental in Walpole, Massachusetts, a particularly appealing area to stay is near the town centre. This location offers a charming small-town atmosphere with easy access to local amenities and attractions. The vibrant downtown area features a variety of shops and restaurants, making it convenient for visitors to enjoy the local cuisine and culture.In addition to the town centre, the vicinity around the Francis William Bird Park is an excellent choice for those who appreciate nature and outdoor activities. This expansive park is great for leisurely strolls, picnics, and enjoying the beautiful scenery. It also hosts community events throughout the year, adding to the lively local spirit.Walpole is home to a diverse range of properties, providing options from quaint cottages to more spacious family homes, making it suitable for various group sizes and preferences. Staying in this area will allow you to experience the charm of Walpole while remaining close to attractions such as the nearby Sports Complex, which offers recreational activities for all ages.
What is the most popular type of holiday rental accomodation in Walpole?
In Walpole, holiday houses are the predominant type of holiday rental, with approximately 20 available throughout the area. These homes are typically situated in tranquil neighbourhoods, providing a comfortable and spacious environment for families or groups. Most holiday houses come equipped with multiple bedrooms, fully furnished kitchens, and inviting living areas, often featuring outdoor spaces such as patios or gardens for relaxation. This setup allows guests to enjoy a homely atmosphere while being close to local attractions and the charm of Massachusetts.
Are there any family house rentals in Walpole?
In Walpole, Massachusetts, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The neighbourhoods offer a mix of spacious homes that typically feature multiple bedrooms, expansive backyards for outdoor play, and fully equipped kitchens, superb for preparing family meals together.Visitors can enjoy proximity to local parks such as Bird Park, which is ideal for picnics and leisurely walks, and the nearby town centre, where quaint shops and eateries await exploration. For those interested in a bit of history, the area is close to the scenic trails of the Neponset River Reservation, providing opportunities for hiking and nature walks.
Can I rent a holiday home with a pool or hot tub in Walpole?
In Walpole, there are several holiday homes available for rent that feature pools and hot tubs, making it a great choice for travellers seeking relaxation and leisure. The town offers a suburban setting with easy access to amenities and parks, ideal for families or groups. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas, great for enjoying warm summer days or relaxing evenings. Inside, you can expect modern conveniences such as fully equipped kitchens, comfortable living spaces, and often multiple bedrooms to accommodate larger groups.
Are there pet-friendly house rentals in Walpole?
In Walpole, Massachusetts, there are several pet-friendly house rentals available, superb for those travelling with furry companions. Many of these properties are equipped with amenities such as spacious backyards, fully furnished kitchens, and comfortable living areas, making them ideal for families or groups.The town itself offers a pleasant suburban atmosphere with easy access to local parks, providing opportunities for leisurely walks and outdoor activities with pets. Notable spots include the picturesque Bird Park, which features walking paths and open spaces where pets can enjoy some fresh air. Additionally, the nearby Francis William Bird Park is a lovely area for pet owners, with its scenic landscapes and well-maintained trails.
Are there any remote work holiday rentals in Walpole?
In Walpole, Massachusetts, there are around 12 holiday rentals that cater to remote workers, making it a suitable destination for those looking to balance work and leisure. These properties typically come equipped with essential amenities such as reliable Wi-Fi, dedicated workspaces with desks, and various features like printers and computer monitors to ensure a productive environment.The town itself offers a charming suburban atmosphere, with easy access to parks and local shops, providing a pleasant backdrop for breaks between work sessions. Additionally, Walpole is conveniently located near attractions such as the scenic town of Foxborough, home to the renowned Gillette Stadium, which can be a great outing after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Walpole?
In Walpole, popular holiday rental amenities include onsite parking, making it convenient for those travelling by car. Many properties also cater to families with children by providing a selection of books for young readers. Guests can expect to enjoy outdoor spaces, such as decks or patios, great for relaxing or dining al fresco.
When is the best time to visit Walpole for a holiday rental?
The best time to visit Walpole for a holiday rental is during September, when the summer crowds begin to dwindle, yet the weather remains pleasantly warm. This month strikes a lovely balance, offering comfortable temperatures averaging around 15 to 25 degrees Celsius, ideal for outdoor activities and exploring the scenic surroundings.The peak season in Walpole runs from July to September, attracting families and tourists eager to enjoy the area's attractions, including nearby parks and recreational activities. September, in particular, offers a quieter experience with fewer tourists, making it easier to enjoy local sights and the natural beauty of the region.For those looking to save a bit on accommodation, November presents a low season option. While temperatures can dip, this month provides a unique opportunity to experience Walpole's charm in a more tranquil setting, great for cosy indoor activities or enjoying peaceful walks in the crisp autumn air.Ultimately, your choice depends on whether you prefer the vibrant setting of the peak season or the calm and charm of the quieter months.
What are the top attractions in Walpole?
Walpole, Massachusetts, offers a charming mix of attractions for visitors to enjoy. The town is known for its beautiful parks, with Bird Park being a popular spot featuring scenic walking paths, gardens, and a lovely pond, ideal for a relaxing day outdoors.Another noteworthy attraction is the Walpole Town Forest, which provides trails for hiking and nature walks, superb for those looking to explore the local flora and fauna. For history enthusiasts, the Walpole Historical Society offers insights into the town's rich heritage, and visitors can explore various historical buildings and landmarks throughout the area.Additionally, the nearby Gillette Stadium, located in Foxborough, is a major draw for sports fans, hosting NFL games and concerts, which adds to the allure of staying in Walpole.
Are all fees included in the Walpole holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Walpole holiday homes with parking?
Stayz offers a wide selection of holiday homes in Walpole with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Walpole holiday homes?
You can find great discounts on holiday homes in Walpole on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Walpole holiday home booking on Stayz?
To find Walpole holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Walpole?
A long-stay holiday home in Walpole is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Walpole holiday home?
Book your Walpole holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Walpole?
Prices for holiday homes in Walpole vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Walpole to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas