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Holiday Homes in Walpole

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Featured Holiday Homes in Walpole

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (166)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Union Square House

9.6 out of 10, Exceptional, (76)
"Had a wonderful stay. Location great. House as described, clean, and comfortable. Would recommend for a stay. "
Union Square House

Charming house with WiFi and AC in superb Randolph

9.6 out of 10, Exceptional, (9)
"This was a lovely little home in a quiet neighborhood that allowed us easy access to the highway for our daily adventures. The host was fabulous! We would definitely choose to stay there again if we ever return to the Boston area."
Charming house with WiFi and AC in superb Randolph

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (7)
"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"
Spacious, New Renovation | Near T

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (55)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (21)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
The price is AU$644
includes taxes & fees
19 Aug - 20 Aug
Hidden Gem right in the city of Boston!

Clean, Contemporary Escape Near T

8.4 out of 10, Very good, (6)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape Near T

Cozy Apartment | Near T

8.6 out of 10, Excellent, (13)
"Great home. Close to almost everything "
Cozy Apartment | Near T

39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

9.6 out of 10, Exceptional, (43)
"This stay was cozy and very big! Tons of space for everyone to run around! If you do have young kids, bring a baby gate for the staircases! "
The price is AU$691
includes taxes & fees
10 Aug - 11 Aug
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

Amazing family and group-friendly accommodation #TheBackDorch

8.4 out of 10, Very good, (12)
"House is super clean, easy parking. "
The price is AU$1,054
includes taxes & fees
12 Aug - 13 Aug
Amazing family and group-friendly accommodation #TheBackDorch

Heart of Southie - Hot Tub + Walk to Top Bars

10.0 out of 10, Exceptional, (13)
"This place was fantastic for a quick guys trip to Boston! The owner was very responsive, the place was clean and we had a lot fun!"
Heart of Southie - Hot Tub + Walk to Top Bars

Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

2.0 star property
9.8 out of 10, Exceptional, (6)
"Lived the location and light!!Thanks!!"
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

Charming 4-bedroom house with WiFi, AC in amazing Foxborough

10.0 out of 10, Exceptional, (10)
"The house is gorgeous and huge! Great place for our adult children and us to hang while attending concert at Gillette. "
The price is AU$1,699
includes taxes & fees
4 Aug - 5 Aug
Charming 4-bedroom house with WiFi, AC in amazing Foxborough

Historic and Charming Brownstone

9.8 out of 10, Exceptional, (53)
"We stayed for a week with extended family to celebrate Thanksgiving in Boston. This property was great! We served many big meals, had a very well equipped kitchen. One thing to note is the upstairs room with the futon in it is a pass-through room that two other bedrooms open into, we had a teenager sleeping in there, and it was fine, but not much privacy. Compared to many other Boston properties, the stairs are not too steep, and not too narrow, which was great for my in-laws. Would love to...
Historic and Charming Brownstone

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

9.6 out of 10, Exceptional, (37)
"This property is outstanding! My family and I love staying there! Very clean, cozy, peaceful, and beautiful home. The host kept us updated from start to finish, also recommend great place to eat and visit. We will definitely stay there again when we visit Boston!!"
The price is AU$691
includes taxes & fees
6 Aug - 7 Aug
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

9.6 out of 10, Exceptional, (5)
The price is AU$446
includes taxes & fees
11 Aug - 12 Aug
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

Spacious vacation townhome unit with a pool

10.0 out of 10, Exceptional, (12)
"Traveled to Boston for the A250 and this place was perfect to travel between Boston, Concord and Lexington. Excellent walking trails next to the property. Nicely furnished, clean, overall relaxing environment."
Spacious vacation townhome unit with a pool

Majestic lakefront 3-bedroom with pool, hot tub, water sports and birdwatching

10.0 out of 10, Exceptional, (6)
"I highly recommend Glen's wonderful house! It was exactly as described, communication was very easy and we had a fantastic time. Glen is also very accommodating of special requests. Highly recommend. "
Majestic lakefront 3-bedroom with pool, hot tub, water sports and birdwatching

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (62)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

8.8 out of 10, Excellent, (28)
"Excellent property; easy to work with owners."
The price is AU$837
includes taxes & fees
6 Aug - 7 Aug
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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