
Family-friendly vacation rentals in Walpole
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Walpole

Total vacation rentals
Explore 20 vacation rentals in Walpole

Nightly prices starting at
Walpole vacation rentals start at G$27,192 GYD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Walpole vacation rentals include wi-fi access

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

4.9 Average rating
Walpole stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Walpole
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Grafton Chateau
Welcome to the Grafton Chateau, a gorgeous secluded and private country retreat for all of your family and friends. With six bedrooms and a den, four baths, two fireplaces, a sauna and a large private pond beautifully situated on 67 acres of woodlands, the Grafton Chateau is the perfect comfortable home base for ski trips, hiking, antiquing, or just enjoying the scenery while you sit around the fire pit. The garage has outdoor recreation gear, like snowshoes and sleds. The den has a variety of toys, and games for kids and adults. The whole house, sauna house, barn and all 67 acres are all yours! We are always available by phone, text, or email if you have any questions. Grafton is just about the most charming Vermont town you can find and is convenient to four ski mountains and every other outdoor activity you can imagine.
Indoor spacesKitchenQuiet

Sunapee area lakeside cottages trio on Sand Pond
Three cottages, each with lake view and shared dock, on pristine, quiet Sand Pond are perfect for a family gathering. Three cottages for one rental, offering privacy and indoor and outdoor space for being together. The main cottage sleeps four, has a full kitchen and a screened-in porch; the two studio cottages have kitchenettes and sleep two. It is not ideal for very young children or those who have difficulty walking up and down hill on uneven ground. 8.5% NH Meals & Rental tax applies.
KitchenFamilyHiking

~Luxury Tiny Cabin~
Enjoy an intimate weekend escape in our 400 sq ft Tiny Cabin, located in Southern Vermont! This Home overlooks gorgeous hardwoods and seasonal foliage. Listen to the sound of the brook bustling by while nestled on the spacious front porch, sipping a hot cup of coffee or cocoa! 'Tis the season for glamping and our luxury tiny home experience is just what the doctor ordered! Make sure to cross this off your bucket list; about 45 minutes from Mts Okemo and Killington, 5 minutes from local stores!
Indoor spacesKitchenAir conditioning

Village Flat with Antique Billiards
Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.
KitchenIndoor spacesTV

Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.
KitchenFamilyCheck-in

Private & Cozy Farmhouse in New Hampshire
Escape to our relaxing farmhouse in a quiet corner of Charlestown, NH. Overlooking farm fields, old barns and the Connecticut River, this property is the perfect quiet getaway! The house is within walking distance of the river as well as downtown Charlestown. It is located between Claremont, NH and Keene, NH making it a great midway point to access both for shopping, area attractions and a number of ski resorts. Minutes from I-91. Come and make yourself at home in this private getaway!
KitchenFamilyAccuracy

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Discover the ultimate outdoor experience in Southern NH! Enjoy a year-round private hot tub in a covered gazebo, fire pit, hammock, life-size games, and swing set. Located in one of Keene’s safest, quietest neighborhoods, walking distance to downtown and across from Keene Ice Rink. Close to beaches, hiking, and ski resorts. Features a fully stocked chef’s kitchen, wine cooler, and luxury Purple mattresses with individual mini-splits in each bedroom for optimal comfort.
FamilyIndoor spacesNearby

Southern Vermont getaway
Spacious, comfortable and very large light-filled one bedroom all to yourselves. The single-story unit is attached to our lovely farmhouse but has a separate entrance. Hardwood floors, exposed beams and beautiful views of gardens and woods for a one-of a-kind retreat in beautiful Putney, VT. Close to skiing, hiking, and kayaking (45 min to Mt Snow, Okemo, Grafton ponds and more). Plenty of room for reading, TV, cooking, working or napping.
KitchenIndoor spacesAccuracy

Peaceful Beautiful Mountain Home Spectacular Views
15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.
KitchenIndoor spacesSleep quality

Vermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.
FamilyKitchenWifi

Honeycrisp Cottage - A Tiny Timber Frame
Honeycrisp Cottage a Tiny Timber Frame is a bright, energy-efficient dwelling nestled on 9 acres overlooking a beautiful forested mountain & trails to explore along a brook. A peaceful getaway retreat equipped with a living room, a king bed, a loft with a queen bed, a full kitchen, & a full bathroom. *Please No Smoking On The Property Mt. Snow - 50 mins Okemo - 50 mins Stratton - 1 hr Killington - 1 hr 20 mins
KitchenFamilyCondition

Apartment on Main Street
One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.
FamilyIndoor spacesAir conditioning
Popular amenities for Walpole family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious Loft with View
FamilyIndoor spacesLocation

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
FamilyKitchenPets

Modern Cabin with Outdoor Spa on Vermont Farm
KitchenIndoor spacesParking

Log Cabin: Amazing Views, River Frontage, Hot Tub
KitchenIndoor spacesTV

Vermont Mirror House
Indoor spacesFamilyWalkability

Beautiful timber-frame treehouse
KitchenIndoor spacesQuiet

Heated Pool, EV Charging, Hot Tub & Barrel Sauna
FamilyIndoor spacesAmenities

Private Apt. on Farm, Hot Tub with views!
KitchenIndoor spacesSleep quality
Family- and pet-friendly home rentals

House on a hill
KitchenIndoor spacesLayout

Quaint stone house!
Indoor spacesFamilyAccess

Apple Blossom Cottage: A Tiny House
KitchenIndoor spacesCondition

Tiny Home w/ Parking - Pet Friendly & Fireplace!
Indoor spacesKitchenOutdoor spaces

Cozy Vermont Antique Sugar House with Fireplace
FamilyKitchenPets

The Brick House on Washington Street
Indoor spacesKitchenDecor

Charming Chester Farmhouse Near VT Slopes
KitchenIndoor spacesPets

The Chal-A-Frame Vermont
KitchenIndoor spacesGrill
Family-friendly home rentals with a pool

Beautiful rustic woods and fields retreat.
Indoor spacesKitchenPool

Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
Indoor spacesFamilyHospitality

Modern Cottage between Stratton and Mount Snow VT
KitchenFamilySkiing

Silver Brook Cabin
KitchenIndoor spacesHiking

Mt Snow Chalet: Peaceful Escape w/Hot Tub
FamilyIndoor spacesAir conditioning

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
FamilyKitchenLong stay

The 1770 House
Indoor spacesFamilyDecor

Log Cabin Near Stratton/Mt Snow
KitchenIndoor spacesValue
When is the best time to visit Walpole?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$50,200 GYD | G$51,664 GYD | G$55,638 GYD | G$46,435 GYD | G$54,593 GYD | G$60,031 GYD | G$50,200 GYD | G$50,200 GYD | G$50,618 GYD | G$52,710 GYD | G$50,618 GYD | G$53,756 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Destinations to explore
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- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Snhu Arena
- Dartmouth College
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Montshire Museum of Science
- Mount Sunapee Resort
- Mount Greylock
- Camp Plymouth State Park
- The Montague Bookmill
- Quechee Gorge





