Vacation rentals in Londonderry

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Top-rated vacation rentals in Londonderry

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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

ﺩ.ﺇ376 per night

Guest favorite

Cottage in Jamaica

4.82 out of 5 average rating, 464 reviews

Forest Cottage ~ 7min to Stratton, Private, Views

Authentic Vermont post & beam cottage with privacy. 3 miles to Stratton's Sun Bowl, a 7-minute drive. Nearby swimming hole at the brook on the property. Dogs welcome, $30 fee per dog. No cats due to allergies. Vinyl record player, VCR/DVD player, board games, Starlink Satellite Internet 20-100 mbps. Heat options: 2 gas wall furnaces & wood stove. Front porch, propane BBQ, fire pit, picnic table & spectacular views of Stratton Mountain. Back deck surrounded by woods with hammock, table & chairs.

May 8 – 15

ﺩ.ﺇ404 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!!

Jan 27 – Feb 3

ﺩ.ﺇ1,479 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.

Jul 11 – 18

ﺩ.ﺇ539 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.

May 5 – 12

ﺩ.ﺇ318 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 18 – 25

ﺩ.ﺇ2,847 per night

Superhost

Cabin in Wardsboro

4.8 out of 5 average rating, 202 reviews

Log Cabin Near Stratton/Mt Snow

Rustic log cabin for those looking for a getaway and a real Vermont experience. Pets allowed with *PET FEE* - add to your reservation There is Wifi &cell service (AT&T, Verizon). Please be aware this is not a luxury cabin, it is an authentic log cabin that we enjoy as a family during all seasons. No cable television - there is a TV with a Chromecast that you can use to stream from your phone over wifi. Firewood not provided 20 minutes to Stratton and 15 minutes to Mt. Snow

May 14 – 21

ﺩ.ﺇ359 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.

Sep 4 – 11

ﺩ.ﺇ377 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!

Oct 26 – Nov 2

ﺩ.ﺇ497 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 22 – 29

ﺩ.ﺇ412 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 8 – 15

ﺩ.ﺇ410 per night

Guest favorite

Guesthouse in Putney

4.97 out of 5 average rating, 196 reviews

Cozy cottage loft and retreat

Relax and recharge in our peaceful Vermont cottage. Enjoy this sweet getaway with hardwood floors, fast wifi, a fully equipped kitchen, a quiet sleeping loft with a queen size bed, gorgeous natural light, views of surrounding hills and pond, gardens, and your own private entrance and back deck next to the Putney Brook.

Jul 22 – 29

ﺩ.ﺇ331 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

Home in Putney

4.94 out of 5 average rating, 337 reviews

Vermont Botanical Studio Apartment

Oct 23 – 30

ﺩ.ﺇ371 per night

Guest favorite

Cottage in Londonderry

4.97 out of 5 average rating, 200 reviews

Vermont Treehouse - Romantic Private Elegant

Sep 21 – 28

ﺩ.ﺇ1,237 per night

Guest favorite

Home in Londonderry

4.97 out of 5 average rating, 117 reviews

Wild Blossom Farmhouse - a lovely family getaway

Oct 13 – 20

ﺩ.ﺇ891 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

Aug 10 – 17

ﺩ.ﺇ370 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 17 – 24

ﺩ.ﺇ373 per night

Guest favorite

Apartment in Londonderry

4.96 out of 5 average rating, 27 reviews

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

Jun 22 – 29

ﺩ.ﺇ581 per night

Guest favorite

Tiny home in Athens

4.94 out of 5 average rating, 32 reviews

LUXE Forest Retreat

Jan 9 – 16

ﺩ.ﺇ1,176 per night

Guest favorite

Chalet in Londonderry

4.98 out of 5 average rating, 94 reviews

Modern 3-bedroom A-frame in Londonderry, VT

Sep 23 – 30

ﺩ.ﺇ1,617 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
ﺩ.ﺇ257 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

Home in Putney

Cottage in Londonderry

Home in Londonderry

Condo in Ludlow

Condo in Londonderry

Apartment in Londonderry

Tiny home in Athens

Chalet in Londonderry

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?

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