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Family-friendly holiday rentals in Londonderry

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Londonderry

  • Total holiday rentals

    Explore 140 holiday rentals in Londonderry

  • Nightly prices starting at

    Londonderry holiday rentals start at $187 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,740 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Londonderry holiday 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.

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Guest favourite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry

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

KitchenIndoor spacesCleanliness

4.95 out of 5 average rating, 267 reviews
Top Guest favourite
The exterior of a two-story contemporary home is depicted, featuring green-framed windows and a pathway lined with gravel. Adjacent grassy areas and trees create a natural setting. A blue flag flutters near the entrance, enhancing the welcoming feel of the property.
Home in Weston

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!

Indoor spacesFamilyOutdoor spaces

4.95 out of 5 average rating, 323 reviews
Superhost
Cabin in Londonderry

Stunning Rustic Apple Barn - hot tub & sauna

VT’s #1 dream cabin with an overall 5 star rating. Brand new 4 person private hot tub, sauna & outdoor shower! Clawfoot tubs inside & out! Originally a horse barn & tack room…We salvaged and restored to it's original beauty! The rustic charm is 100% intentional & every barn board and nail is back in place! This is upscale rustic:) Xcountry/snowshoe our groomed trails out your front door. Minutes to Magic, Bromley, Stratton, Okemo & Mnt Snow! FAST WIFI, & beautiful new appliances! @bentapplefarm

KitchenIndoor spacesView

4.81 out of 5 average rating, 510 reviews
Guest favourite
The log cabin features a two-story structure, harmonizing rustic wooden siding with a white lower section. A spacious deck extends from the second level, complemented by large windows. Vibrant autumn foliage surrounds the home, adding warmth to the scenic outdoor landscape.
Cabin in Londonderry

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.

FamilyKitchenTV

4.94 out of 5 average rating, 103 reviews
Top Guest favourite
Cottage in Londonderry

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.

FamilyKitchenHiking

4.9 out of 5 average rating, 109 reviews
Top Guest favourite
A cozy log cabin is nestled among tall trees, with sunlight filtering through the leaves. The surrounding ground is covered in vibrant autumn leaves, and a winding path leads to the front entrance of the home, offering a serene and inviting atmosphere.
Chalet in Londonderry

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!

KitchenFamilyOutdoor spaces

4.95 out of 5 average rating, 128 reviews
Top Guest favourite
An aerial view showcases a cabin with a wooden exterior and a sloped roof. A spacious deck is furnished with several chairs surrounding a fire pit. Beside the deck, a hot tub is nestled among the trees, highlighting the cabin's serene outdoor setting.
Cabin in Londonderry

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

Indoor spacesKitchenLayout

4.95 out of 5 average rating, 190 reviews
Top Guest favourite
The exterior of a two-story house is depicted, featuring a welcoming entrance with wooden steps and a green door. Window boxes with plants are positioned below each window on the light gray facade, surrounded by a landscaped yard with a gravel pathway leading to the front door.
Apartment in Londonderry

Bread and Butter Apartment

Our house is located just a few minutes from Magic Mountain and less than thirty minutes from Bromley, Stratton and Okemo. Chester and Londonderry are a short drive away, and there are many wonderful hikes nearby. The apartment occupies the entire second floor of our house and has a private entrance. It includes two cozy bedrooms, a 3/4 bath, a small kitchen and a comfy living room. The apartment still has that old Vermont charm and is perfect for a relaxed weekend in the Green Mountains.

KitchenFamilyParking

4.99 out of 5 average rating, 104 reviews
Guest favourite
The exterior of a charming farmhouse is viewed, featuring white siding and a red front door. A large tree stands in the foreground, while green foliage and a stone path enhance the natural setting. A brick chimney is visible on the roof.
Home in Londonderry

Clean, Captivating VT Farmhouse near Stratton!

Let us welcome you to our beautifully appointed, circa 1901 Vermont farmhouse resting on four acres of lush, rolling pastures--the quintessential Vermont experience! The house exudes warmth, coziness and tranquility with no detail left untouched. 4 BR 2 bath with huge family room. Minutes to 3 of the best ski-mountains on the east coast - Stratton, Bromley, Magic Mtn and close to Manchester shopping. A few miles from renowned Solo Farm & Table, HoneyPie and West River Farmer's market.

Indoor spacesFamilyComfort

4.94 out of 5 average rating, 188 reviews
Top Guest favourite
The rustic barn structure features a combination of dark wood siding and a gabled roof, highlighted by a central chimney. Large wooden doors and multiple small windows create an inviting appearance, while the surrounding natural landscape includes lush trees and open fields.
Barn in Jamaica

The Rafters Lodge

A unique VT experience! This 1860s barn was converted into a Girl Scout camp in the 1950s and served many years training leaders and scouts. Today, the Rafters continues to be a special part of many families lives, who come to enjoy the rustic camping experience and beautiful ninety acre farm. The lodge has accommodated large youth groups, families and even the occasional wedding party. With the close proximity to Stratton and Bromley, visitors enjoy countless recreational opportunities.

Indoor spacesFamilySleep quality

4.97 out of 5 average rating, 117 reviews
Top Guest favourite
An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.
Home in Londonderry

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).

FamilyKitchenLayout

4.99 out of 5 average rating, 151 reviews
Top Guest favourite
The exterior of a modern home is framed by lush greenery, featuring a dark wooden structure with large windows. A front entrance is highlighted by wooden steps leading to the door, while a gravel path borders the property.
Chalet in Winhall

Minutes to Stratton! Large, private home w. sauna

Your dream ski vacation awaits! Less than 2 miles to Stratton Mountain access road; 15 minutes to Bromley; 15 min to Manchester Ctr; 30 min to Mt Snow. With three levels, your group can really spread out: 4 bedrooms + bonus room, 4 full baths, open kitchen, living room with a fireplace, loft area, sauna, and laundry. Monthly discount available. Ski Shuttle for rentals of 30+ days.

Indoor spacesKitchenBarbecue

4.96 out of 5 average rating, 104 reviews

Popular amenities for Londonderry family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
The rustic cabin sits amidst a lush green landscape, framed by towering trees. The stone chimney adds character, while the two separate structures showcase a combination of wood siding and modern roofing. Clear blue skies create a serene backdrop for the natural beauty.
Cabin in Landgrove

The Owl’s Nest in Landgrove

Indoor spacesKitchenBiking

4.99 out of 5 average rating, 220 reviews
Top Guest favourite
A calm swimming pond is framed by lush greenery and distant mountains. A person is seen paddleboarding on the serene water, with fluffy clouds scattered across a bright blue sky reflecting on the surface.
Chalet in Winhall

Stratton Chalet | Barrel Sauna, Hot Tub & Views

KitchenIndoor spacesSkiing

4.97 out of 5 average rating, 156 reviews
Guest favourite
Yurt in Dover

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Indoor spacesFamilyLong stay

4.92 out of 5 average rating, 131 reviews
Guest favourite
Cabin in Winhall

A frame cabin with Hot tub near Stratton, VT

KitchenIndoor spacesNearby

4.91 out of 5 average rating, 126 reviews
Top Guest favourite
The chalet is positioned on a gently sloping grassy area, featuring a spacious deck with a hot tub and several outdoor seating options arranged around a fire pit. Large windows reflect warm interior light, framing a serene natural backdrop of trees, enhancing the inviting ambiance.
Chalet in Winhall

Mountain view chalet with hot tub & fire pit!

KitchenFamilyBathroom

4.99 out of 5 average rating, 137 reviews
Guest favourite
An aerial view showcases the expansive outdoor deck of the Shred Shack, featuring a hot tub and a large dining table for outdoor meals. Sun loungers are positioned nearby, and the building's blue exterior offers a vibrant contrast with the surrounding greenery.
Home in Winhall

Shred Shack: A/C | Hot Tub | Sauna | EV charger

FamilyIndoor spacesCheck-in

4.95 out of 5 average rating, 112 reviews
Guest favourite
A modern interior is showcased with wooden walls and flooring, featuring a cozy bed positioned near large windows. A compact dining area is visible, with a small table and two chairs. An air conditioning unit is installed on the wall, contributing to the space's comfort.
Home in Winhall

Modern Cabin with Hot Tub & EV Charging Station

KitchenIndoor spacesCondition

4.95 out of 5 average rating, 357 reviews
Top Guest favourite
An outdoor deck features a round table surrounded by four black metal chairs, offering a panoramic view of rolling hills and trees. The clear blue sky complements the lush greenery of the landscape.
Apartment in Townshend

Private Apt. on Farm, Hot Tub with views!

FamilyIndoor spacesGetting around

4.93 out of 5 average rating, 281 reviews

Family- and pet-friendly home rentals

Top Guest favourite
The chalet is set against a backdrop of trees, showcasing a combination of natural stone and wood siding. Multiple outdoor seating areas are visible, featuring colorful chairs with a fire pit nearby. Dim evening light gently illuminates the home, highlighting the windows and inviting ambiance.
Chalet in Jamaica

Designer Chalet w/ Mountain Views close to it all

KitchenIndoor spacesWi-Fi

4.99 out of 5 average rating, 109 reviews
Top Guest favourite
A bright interior is featured, showcasing a mix of seating options including a blue sofa and an upholstered armchair. A small dining table is complemented by wooden chairs. The kitchen area is visible, equipped with diverse utensils, while large windows on two sides allow natural light to fill the space.
Apartment in Andover

Private Hilltop farm apartment

KitchenIndoor spacesPets

4.97 out of 5 average rating, 478 reviews
Guest favourite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica

Apple Blossom Cottage: A Tiny House

Indoor spacesKitchenSkiing

4.94 out of 5 average rating, 1379 reviews
Top Guest favourite
The entrance to the guest house is framed by lush greenery and colorful perennial gardens. A rustic stone pathway leads to the wooden door, flanked by flowering plants and bushes. The house features a metal roof and a charming wooden facade, surrounded by trees.
Guesthouse in Londonderry

Beautiful Guest House near Bromley, Magic, Okemo

Indoor spacesKitchenBathroom

4.94 out of 5 average rating, 226 reviews
Superhost
The timber frame house is surrounded by dense trees, showcasing a natural setting. Large windows illuminate the exterior, providing glimpses of the interior. Sturdy wooden steps lead to the door, enhancing accessibility amid the forest environment.
Tiny home in Athens

Luxury “Tiny” House With Sauna (Timbery)

KitchenFamilyPets

4.92 out of 5 average rating, 250 reviews
Guest favourite
A modern cabin is set amidst lush greenery, elevated on stilts for an unobstructed view. The exterior features a mix of wood and dark finishes, with large windows allowing natural light to fill the interior. A gravel path leads to the entrance.
Home in Jamaica

The Post Haus - One-of-A-Kind Modern VT Experience

Indoor spacesKitchenAmenities

4.93 out of 5 average rating, 134 reviews
Guest favourite
A rustic cabin is surrounded by trees, featuring a green metal roof. Two hammocks are suspended on the porch, while a fire pit and several Adirondack chairs are arranged on the grassy ground. A wood storage area is visible to the left, enhancing the outdoor setting.
Cabin in Jamaica

Cabin-Swim-Views-Firepit-7 min to Stratton-Dogs OK

Indoor spacesKitchenLayout

4.88 out of 5 average rating, 482 reviews
Top Guest favourite
A serene scene features a spacious house nestled beside a tranquil pond. Vibrant autumn foliage enhances the landscape, with a mix of orange, yellow, and green trees lining the property. The grassy area invites exploration, while reflections on the water add to the peaceful ambiance.
Home in Grafton

The Grafton Chateau

KitchenFamilyOutdoor spaces

4.95 out of 5 average rating, 140 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A red wooden cabin nestled among trees, showcasing a welcoming front porch. Air conditioning units are situated to the side. Natural light filters through the foliage, creating a serene and shaded outdoor atmosphere.
Barn in Newfane

Beautiful rustic woods and fields retreat.

Indoor spacesKitchenHeating

4.98 out of 5 average rating, 178 reviews
Top Guest favourite
The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.
Guesthouse in Granville

Moon Valley Country Retreat no clean fee pets yes

FamilyIndoor spacesLocation

4.91 out of 5 average rating, 1019 reviews
Top Guest favourite
Chalet in Wilmington

Mt Snow Chalet: Peaceful Escape w/Hot Tub

KitchenFamilyBeach

5.0 out of 5 average rating, 131 reviews
Top Guest favourite
A spacious family room features a vaulted ceiling with wooden beams. Seating includes a sectional sofa and two lounge chairs. A large smart TV is mounted above a minimalist fireplace. Natural light floods in from the expansive glass doors leading to a balcony.
Cottage in Wardsboro

Modern Cottage between Stratton and Mount Snow VT

Indoor spacesFamilyHospitality

4.97 out of 5 average rating, 113 reviews
Top Guest favourite
A cozy living area features a pair of brown sofas with decorative cushions. A wooden coffee table is centered in front of the seating. Artwork is displayed on the light green walls, and a lamp provides soft illumination, complementing the natural light from the window.
Condo in Stratton

Cozy condo within walking distance to the slopes.

Indoor spacesFamilySleep quality

4.96 out of 5 average rating, 180 reviews
Guest favourite
A rustic log cabin is set amidst lush greenery, framed by tall trees. A covered porch extends along the front, providing space for seating. Natural stone steps lead up to the entrance, and a small fire pit is visible in the foreground, surrounded by stones.
Cabin in Wardsboro

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

KitchenFamilyCheckout

4.92 out of 5 average rating, 223 reviews
Top Guest favourite
A gravel road leads through open fields bordered by manicured greenery. In the distance, rustic buildings and trees with autumn foliage are visible against a clear blue sky, creating a serene rural landscape.
Farm stay in Clarendon

Dream Catcher Farm

KitchenFamilyPool

5.0 out of 5 average rating, 112 reviews
Guest favourite
A spacious log cabin home is showcased amidst a lush green landscape. The A-frame structure features large windows allowing natural light to enhance the interior. The wrap-around deck provides outdoor space for relaxation, while steps lead down to an area with garage access.
Cabin in Wardsboro

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

KitchenIndoor spacesQuiet

4.9 out of 5 average rating, 250 reviews

When is the best time to visit Londonderry?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$684 NZD$679 NZD$521 NZD$422 NZD$422 NZD$428 NZD$456 NZD$416 NZD$422 NZD$484 NZD$424 NZD$655 NZD
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

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