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

Total vacation rentals
Explore 140 vacation rentals in Londonderry

Nightly prices starting at
Londonderry vacation rentals start at G$23,005 GYD per night before taxes and fees

Verified guest reviews
Over 6,740 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
140 of Londonderry vacation rentals include wi-fi access

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

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

Kloki - River Lovers Treehouse - sauna & hot tub!
Guest Favorite #1 Treehouse!! "Kloki” for Lil’ Clock!! This VERY romantic treehouse is perched high over a stream in a HUGE field of rolling hills. Kloki got its name from the round windows we saved from a church that look like Cupid's clocks! Hot tub, sauna & Stratton mnt views from the porch. Few min to Magic, Bromley, Stratton. Ski/walk/snowshoe our groomed trails! We sit on 100 acres of hills & woods! Wake up to a birdwatchers dream!Birds chirping and deer munching in the feild! Fast WiFi 🐣

Vermont Treehouse - Romantic Private Elegant
SPECIAL SUMMER 2 night minimum, self checkin. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, fully stocked kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, pond, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby towns,ski areas, shopping, hiking, biking, theater& music in summer. Or just relax. Discount for longer stays.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

Authentic Log Cabin Near Bromley, Magic & Stratton
This authentic 4-bed, 2.5-bath Vermont log cabin sits on 1.5 wooded acres — fireplace, firepit, and enough vintage charm to feel like a genuine escape. After the slopes, play the classic arcade machine, make s'mores outside, or decompress by the fire with a board game. Ski Bromley, Magic, and Stratton — all minutes away. Manchester's outlets, the Stone House Antique Center, and the Vermont Country Store are a short drive. Feels remote, but you're minutes from a coffee shop, diner, and market.

Vermont Country Cottage(Near Village w/Magic View)
This cute, country cottage offers 2 bedrooms, 1 bath with a treehouse loft in the bunk room. The floors are wood, kitchen is custom built with stainless steel appliances, bathroom vanity is custom built using the original kitchen sink from the home, and the twin size bunks are built in as well. There is a very large yard. There are 4 ski resorts within 20 minutes, the Weston Country Store and play house are 5 minutes up the road, and you can walk to the local farmers market every Saturday.

10 min from Stratton! Log Cabin w/ Beautiful Views
Spectacular views of Stratton Mountain! This cozy log cabin is set on 10 acres of land offering a quiet year round Vermont getaway. The home offers 3 bedrooms (all with mountain views), 2 baths and comfortably sleeps 7. Located 10-15 minutes from skiing (Stratton, Bromley and Magic), 25 minutes from shopping and dining in Manchester, and ½ mile from Gale Meadows Pond for hiking and water activities in the summer. If you’re looking for the ultimate Vermont experience, you’ve found your spot!

Idyllic Cabin in VT, Hot Tub, Fire Pit, Charm
We can’t wait to host you at Deerwood Hill in Londonderry VT! Featured on Levi Kelly's Cabin Tours! 🌲 Deerwood Hill is a private 3.6 acre private lot 🎿 Within minutes to Stratton, Magic, Bromley, Mt Snow, & Okemo ski resorts! 1 hour to Killington! 📍 Under 30 minutes to wonderful Manchester! ⛰️ 5 miles to Lowell State Park, 8 miles to Appalachian Trailhead ♥Sleeps 4 ♥2nd Bedroom is open loft with full bath ☒ Booking Guest must be 25. ☒ NO PARTIES, NO SMOKING, NO PETS @deerwoodhill

The Owl’s Nest in Landgrove
Our recently renovated cabin is the perfect escape during any season! Located within minutes of Bromley, Magic, and Stratton, Wild Wings, and Viking. Also nestled in an amazing network of hiking, biking and ski trails. Guests will never be more than a few minutes away from outdoor adventure. With two bedrooms and one bonus loft, guests can enjoy the comforts of our cozy cabin, including a full kitchen, bathroom, outdoor shower, HOT TUB, fire pit, WiFi and FREE EV CHARGING. @owlsnestvt

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Luxury “Tiny” House With Sauna (Timbery)
The Timbery: This is a new, fully handmade, timber frame "tiny" house featuring a custom Norwegian Sauna. The house is nestled in the forest, accessible by foot. With 17 vertical ft. of floor to ceiling windows, this property represents a unique experience to fully immerse yourself into nature. It is like lying down in a tent on the forest floor, except instead of wet sleeping bags and dirty hair, you enjoy a queen sized bed, in home theater, full kitchen, sauna and 71in soaking tub.

Modern 3-bedroom A-frame in Londonderry w/ Pond
This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).
Popular amenities for Londonderry family-friendly rentals
Family-friendly home rentals with a hot tub

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Beautiful Timber Frame Retreat

Schoolhouse Spa Retreat on a Vermont Farm

Vermont Mirror House

Mountain view chalet with hot tub & fire pit!

A frame cabin with Hot tub near Stratton, VT

Alpine Reflection + Hot Tub

Stratton Chalet | Barrel Sauna, Hot Tub & Views
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Spacious King Spa Suite Weston Hills

Private Hilltop farm apartment

Classic Vermont A-Frame | Fire Pit | Near Stratton

Wild Blossom Farmhouse - a lovely family getaway

Love Shack Yurt on Star Lake (100% off grid)

Designer Chalet w/ Mountain Views close to it all

Cozy Vermont Antique Sugar House with Fireplace
Family-friendly home rentals with a pool

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

Log Cabin Near Stratton/Mt Snow

SugarBear- Pool, AC, Sauna, Gym, Tennis!

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

Moon Valley Country Retreat no clean fee pets yes

Dream Catcher Farm

Beautiful rustic woods and fields retreat.

Cozy condo within walking distance to the slopes.
When is the best time to visit Londonderry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$84,281 GYD | G$83,654 GYD | G$64,204 GYD | G$52,074 GYD | G$52,074 GYD | G$52,702 GYD | G$56,257 GYD | G$51,238 GYD | G$52,074 GYD | G$59,603 GYD | G$52,284 GYD | G$80,726 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 |
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Dartmouth College
- West Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Mount Monadnock
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Sunapee Resort
- National Museum of Racing and Hall of Fame
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- Camp Plymouth State Park





