
Holiday rentals in Londonderry
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Londonderry

Total holiday rentals
Explore 170 holiday rentals in Londonderry

Nightly prices starting at
Londonderry holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 10,660 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
170 of Londonderry holiday rentals include wifi 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 holiday rentals in Londonderry
Guests agree: these stays 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.

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!

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

Designer Chalet w/ Mountain Views close to it all
A perfect little getaway. This stylish 3 bedroom/2 bath chalet is surrounded by endless outdoor activities. Swimming, hiking, biking, visiting the local waterfalls, golf courses, or rent an ATV from local outfit. This beautiful home is perfect for 6-8 people. Situated on 2.5 acres, this private setting with mountain views, has everything you need to feel at home. Multiple restaurants, cafes, markets for food, beer & wine less than a 5 min drive as well to sporting stores for supplies.

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

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).

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.
Popular amenities for Londonderry holiday rentals
Stay near Londonderry's top sights
Other great holiday rentals in Londonderry

The Deerwood Tiny Home | Mtn Views w/ Fireplace!

Beautiful Timber Frame Retreat

Bread and Butter Apartment

Modern Chalet: Magic Mountain

Vermont Mirror House

The Treehouse at Frog Pond Farm

Pettengill Schoolhaus scenic 2 min to main village

Black Star Barn, Mountain Retreat w/ Hot Tub
When is the best time to visit Londonderry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $456 SGD | $433 SGD | $355 SGD | $279 SGD | $282 SGD | $282 SGD | $288 SGD | $288 SGD | $276 SGD | $320 SGD | $288 SGD | $444 SGD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Londonderry?
Londonderry has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Londonderry?
Experience the best of Londonderry with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Londonderry?
Four-legged friends are welcome in Londonderry. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Londonderry?
Yes! Work meets play with ease at over 80 vacation rentals in Londonderry featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Londonderry vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Londonderry, available on Airbnb. Make a splash and soak up the sun in style!
Do cabin rentals in Londonderry have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Londonderry. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Londonderry have a kitchen?
Absolutely! We offer over 10 cabin rentals with a kitchen in Londonderry. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Londonderry have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Londonderry. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Londonderry have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Londonderry. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cabin Rentals in Londonderry?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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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





