
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$25,097 GYD per night before taxes and fees

Verified guest reviews
Over 1,100 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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.

Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.
KitchenIndoor spacesBathroom

Cozy Comfort on 250 Acre Private Estate
If you’re looking for serenity, peace and quiet, you've found it, amidst a 250 acre private estate. On a lake at the end of a mile long driveway (well plowed in the winter) Is Snowshoe Cabin. Built in 1929 as the garage for "Lakefalls Lodge, it's been completed renovated into a luxurious, cozy home with modern amenities. Guests rave about "views of the snowy pond while you’re warm inside" from heated floors and a wood burning stove with free firewood. Spikes provided for wonderful winter walks.
FamilyKitchenQuiet

Spacious Loft with View
Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)
FamilyIndoor spacesView

~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!
KitchenFamilyOutdoor spaces

Tiny A-Frame Rest House in Woods near Mountains
Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!
FamilyIndoor spacesNearby

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), and an outdoor shower (not available in the winter) 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.
FamilyKitchenAmenities

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!
KitchenIndoor spacesWalkability

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.
Indoor spacesFamilyCheck-in

Log Cabin: Amazing Views, River Frontage, Hot Tub
A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.
FamilyKitchenDecor

Modern Cabin with Outdoor Spa on Vermont Farm
Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.
FamilyKitchenTV

Quaint stone house!
⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!
Indoor spacesKitchenBathroom

Cozy Train Depot in Putney Vermont
Charming and cozy 1 bedroom house in Putney, Vermont. A former train depot, this home is just a few minutes walk to the Connecticut River with boat launch for enjoying fishing, swimming, canoeing and kayaking. Or curl up in the window seat and enjoy the fire!
KitchenIndoor spacesBackyard
Popular amenities for Walpole family-friendly rentals
Family-friendly home rentals with a hot tub

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Indoor spacesFamilyAir conditioning

Private Apt. on Farm, Hot Tub with views!
KitchenFamilyOutdoor spaces

Direct Waterfront A-Frame, Close to 3 Ski Areas!
Indoor spacesKitchenView

Cozy Cabin on 5-acre Wooded Lot with Spa
KitchenFamilyHiking

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Indoor spacesKitchenView

Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.
FamilyKitchenSolo travel

Luxury Glamping NH - Geodome Sanctuary
KitchenFamilyGrill

Mountain side acres
KitchenFamilyRiver
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains
FamilyKitchenComfort

Private Hilltop farm apartment
KitchenFamilyCleanliness

Beautiful rustic woods and fields retreat.
KitchenIndoor spacesCondition

Cozy Vermont Antique Sugar House with Fireplace
FamilyIndoor spacesPool

Private & Cozy Farmhouse in New Hampshire
KitchenFamilyBathroom

Luxury “Tiny” House With Sauna (Timbery)
FamilyIndoor spacesCleanliness

Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
KitchenFamilyComfort

House on a hill
FamilyKitchenAccuracy
Family-friendly home rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove
FamilyKitchenHiking

Log Cabin Near Stratton/Mt Snow
KitchenIndoor spacesShared spaces

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
KitchenIndoor spacesComfort

The Brick House on Washington Street
FamilyKitchenAmenities

Dream Catcher Farm
KitchenIndoor spacesAmenities

Walk to Mt. Snow-Spa-Summer Pool
Indoor spacesFamilyLayout

Modern Cottage between Stratton and Mount Snow VT
KitchenIndoor spacesBathroom

Mt Snow Chalet: Peaceful Escape w/Hot Tub
FamilyKitchenSleep quality
When is the best time to visit Walpole?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$50,193 GYD | G$51,657 GYD | G$55,631 GYD | G$50,193 GYD | G$41,410 GYD | G$50,821 GYD | G$50,193 GYD | G$50,193 GYD | G$50,612 GYD | G$52,703 GYD | G$50,612 GYD | G$53,749 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
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Snhu Arena
- Killington Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Mount Sunapee Resort
- Mount Monadnock
- Montshire Museum of Science
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Palace Theatre
- Mount Greylock
- Camp Plymouth State Park





