Vacation rentals in Londonderry

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Londonderry

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Nov 5 – 12

R2,008 ZAR per night

Superhost

Home in South Londonderry

4.86 out of 5 average rating, 99 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

This stunning & romantic treehouse was just built and I’m proud to call it finished!!! The Honey Pond Treehouse is made especially for you and yours! It’s constructed of all natural materials, has breathtaking views, and is stocked with absolutely everything you need! The treehouse is lifted up high over a stocked trout pond up in the beautiful birch trees! You will enjoy private hot tubbing, sauna time, relaxing and swimming!! The skylight was custom designed especially for stargazing in bed!!

Nov 24 – Dec 1

R7,893 ZAR per night

Guest favorite

Cottage in Londonderry

4.96 out of 5 average rating, 199 reviews

Vermont Treehouse - Romantic Private Elegant

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

Sep 19 – 26

R6,601 ZAR per night

Guest favorite

Cabin in Jamaica

4.99 out of 5 average rating, 185 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Sep 16 – 23

R2,956 ZAR per night

Guest favorite

Apartment in Manchester

4.99 out of 5 average rating, 147 reviews

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio, but you can enjoy the outside seating set in front of the house.

R1,343 ZAR per night

Guest favorite

Cabin in Londonderry

4.96 out of 5 average rating, 99 reviews

Summit view cottage: Secluded cabin with hot tub

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 6 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.

Mar 22 – 29

R15,190 ZAR per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 493 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Oct 1 – 8

R2,023 ZAR per night

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 588 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Nov 20 – 27

R2,711 ZAR per night

Guest favorite

Tiny home in Jamaica

4.85 out of 5 average rating, 213 reviews

Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.

The calendar is accurate. Hot Tub accommodates 2-3 people comfortably. This private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, and porch. Comfortable for up to 4 people. We are committed to AirBnB's enhanced cleaning protocol. All high-touch surfaces are sanitized. We provide extra cleaning supplies for our guests to use as they desire.

Apr 10 – 17

R2,059 ZAR per night

Guest favorite

Home in Londonderry

4.97 out of 5 average rating, 117 reviews

Wild Blossom Farmhouse - a lovely family getaway

Welcome to Wild Blossom Farmhouse! Conveniently located near Magic, Bromley, Stratton, and Okemo! At our little piece of Vermont, you will find farmhouse-style decor and furnishings, beautiful bright daytime light, and a delightful garden complete with treehouse, tree swing, and fire pit! ***Longterm Stays Allowed*** Four-legged friends welcome with an additional $75 per pet fee.

May 8 – 15

R3,725 ZAR per night

Guest favorite

Apartment in Andover

4.98 out of 5 average rating, 386 reviews

Private Hilltop farm apartment

Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

Sep 15 – 22

R2,197 ZAR per night

Guest favorite

Apartment in Londonderry

4.94 out of 5 average rating, 333 reviews

Cozy Suite in a Historic Building Near Ski Resorts

Located on the second floor of a historical building in the Village of South Londonderry, Vermont, this renovated studio suite features unique touches of modern amenities but with a Vermont feel. Your room will include a 65 inch Smart TV, WiFi, electric fireplace, lush queen bed, full renovated bathroom, small kitchenette, as well as on site parking.

May 29 – Jun 5

R2,378 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Londonderry vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Londonderry's top sights

Magic Mountain Ski Area136 locals recommend

Honeypie122 locals recommend

Winhall Brook Campground4 locals recommend

Jamaica Cottage Shop, Inc.3 locals recommend

Clark's Quality Foods Londonderry VT45 locals recommend

Jake's Restaurant and Tavern35 locals recommend

Other great vacation rentals in Londonderry

Guest favorite

Cottage in Newfane

4.89 out of 5 average rating, 215 reviews

Ridgeview: Cozy Cottage with a View

Dec 4 – 11

R2,757 ZAR per night

Guest favorite

Tiny home in Jamaica

4.88 out of 5 average rating, 345 reviews

Forest Cabin ~ 7min to Stratton, Cozy, Private

May 31 – Jun 7

R1,677 ZAR per night

Guest favorite

Home in Weston

4.86 out of 5 average rating, 106 reviews

4 Bedroom Family Ski House w/ WiFi, cable!

Oct 6 – 13

R2,483 ZAR per night

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 123 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

May 22 – 29

R2,167 ZAR per night

Guest favorite

Apartment in Manchester

4.99 out of 5 average rating, 172 reviews

Style and Comfort- Perfect Year Round Location

Jul 1 – 8

R3,230 ZAR per night

Guest favorite

Condo in Londonderry

4.95 out of 5 average rating, 43 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

Sep 11 – 18

R2,013 ZAR per night

Guest favorite

Apartment in Londonderry

4.96 out of 5 average rating, 27 reviews

Dog-friendly, 1-bedroom apartment w/ fireplace (A)

May 27 – Jun 3

R3,094 ZAR per night

Guest favorite

Tiny home in Athens

4.94 out of 5 average rating, 31 reviews

LUXE Forest Retreat

Oct 29 – Nov 5

R6,270 ZAR per night

Show all

Quick stats about vacation rentals in Londonderry

Total rentals
170 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
8.4K reviews
Nightly prices starting at
R1,343 ZAR before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Londonderry?
Four-legged friends are welcome in Londonderry. Choose from more than 70 vacation rentals for guests traveling with pets.
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.
Are there vacation rentals with a dedicated workspace in Londonderry?
Yes! Work meets play with ease at over 90 vacation rentals in Londonderry featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cabin rentals in Londonderry have a bbq area?
Absolutely! We offer over 30 cabin rentals with a bbq area in Londonderry. Enjoy a tailored experience with all the comforts you desire.
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!
How much does it cost to stay in cabin rentals in Londonderry?
Experience the best of Londonderry with our cabin rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Londonderry have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Londonderry. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Chalet Rentals in Londonderry?
Enhance your stay in our Chalet Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Londonderry

Top-rated vacation rentals in Londonderry

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Londonderry vacation rentals

Stay near Londonderry's top sights

Other great vacation rentals in Londonderry

Cottage in Newfane

Tiny home in Jamaica

Home in Weston

Condo in Ludlow

Apartment in Manchester

Condo in Londonderry

Apartment in Londonderry

Tiny home in Athens

Quick stats about vacation rentals in Londonderry

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Londonderry?

Are there family-friendly vacation rentals in Londonderry?

Are there vacation rentals with a dedicated workspace in Londonderry?

Do cabin rentals in Londonderry have a bbq area?

Are there Londonderry vacation rentals on Airbnb with pools?

How much does it cost to stay in cabin rentals in Londonderry?

Do house rentals in Londonderry have air conditioning?

What are the most popular amenities for Chalet Rentals in Londonderry?

Destinations to explore