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.

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!

Oct 4 – 11

€ 112 per night
Guest favorite

Cottage in Jamaica

4.82 out of 5 average rating, 461 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

€ 125 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.

Oct 19 – 26

€ 365 per night

Popular amenities for Londonderry vacation rentals

Stay near Londonderry's top sights

Magic Mountain Ski Area136 locals recommend
Winhall Brook Campground4 locals recommend
Honeypie122 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

Guesthouse in Pawlet

4.91 out of 5 average rating, 282 reviews

Picturesque Cabin on the Mettowee

Jan 17 – 24

€ 121 per night
Guest favorite

Apartment in Manchester

5.0 out of 5 average rating, 142 reviews

Private two-bedroom suite within a two-story house

Apr 14 – 21

€ 104 per night
Superhost

Cabin in Londonderry

4.82 out of 5 average rating, 419 reviews

The Honeymoon Barn - hot tub/sauna #1 Airbb S. VT

Dec 1 – 8

€ 347 per night
Guest favorite

Condo in Londonderry

4.95 out of 5 average rating, 42 reviews

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

Jun 21 – 28

€ 123 per night
Guest favorite

Apartment in Londonderry

4.95 out of 5 average rating, 22 reviews

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

Sep 22 – 29

€ 140 per night
Guest favorite

Cabin in Londonderry

4.96 out of 5 average rating, 95 reviews

Summit view cottage: Secluded cabin with hot tub

Oct 30 – Nov 6

€ 448 per night
Guest favorite

Tiny home in Athens

4.93 out of 5 average rating, 28 reviews

LUXE Forest Retreat

Aug 8 – 15

€ 335 per night
Guest favorite

Chalet in Londonderry

4.98 out of 5 average rating, 90 reviews

Modern 3-bedroom A-frame in Londonderry, VT

Oct 30 – Nov 6

€ 525 per night
Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 74 reviews

Deerwood Hill Cabin, Hot Tub, Ski, Epic Fireplace

Jun 28 – Jul 5

€ 491 per night
Guest favorite

Apartment in Weston

5.0 out of 5 average rating, 22 reviews

Peaceful Woods- Suite with Private Entrance

Sep 7 – 14

€ 143 per night
Guest favorite

Guesthouse in Grafton

4.89 out of 5 average rating, 90 reviews

VT Sugar House-Guesthouse

Oct 22 – 29

€ 78 per night
Guest favorite

Condo in Stratton

4.91 out of 5 average rating, 44 reviews

Stratton Mountain vacation spot

Jun 8 – 15

€ 118 per night

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

7.8K reviews

Nightly prices starting at

€ 74 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 chalet rentals in Londonderry have a bbq area?

    Absolutely! We offer over 10 chalet 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 chalet rentals in Londonderry?

    Experience the best of Londonderry with our chalet rentals, starting at about $180 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 Apartment Rentals in Londonderry?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Londonderry