Vacation rentals in Stratton

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Stratton

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

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

R2,084 ZAR per night
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

R1,974 ZAR per night
Guest favorite

Cabin in Jamaica

4.99 out of 5 average rating, 180 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

R2,886 ZAR per night

Popular amenities for Stratton vacation rentals

Stay near Stratton's top sights

Stratton Mountain Resort173 locals recommend
Green Mountain National Forest46 locals recommend
Stratton Sun Bowl Base Lodge4 locals recommend
Mulligan's43 locals recommend
The Fire Tower Restaurant & Tavern37 locals recommend
Stratton Adventures15 locals recommend

Other great vacation rentals in Stratton

Guest favorite

Home in Winhall

4.9 out of 5 average rating, 183 reviews

A+ Stratton shuttle, Hot Tub, Sauna, 2 masters

Jun 13 – 20

R11,894 ZAR per night
Superhost

Cabin in Wardsboro

4.8 out of 5 average rating, 201 reviews

Log Cabin Near Stratton/Mt Snow

Jul 27 – Aug 3

R2,872 ZAR per night
Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 260 reviews

The Studio With a View. Bring your dog, too!

Oct 16 – 23

R2,656 ZAR per night
Guest favorite

Condo in Stratton

4.91 out of 5 average rating, 44 reviews

Stratton Mountain vacation spot

Jun 8 – 15

R1,745 ZAR per night
Guest favorite

Cabin in Stratton

5.0 out of 5 average rating, 91 reviews

New Log Cabin in Stratton King Beds 8 Min to Ski

Apr 10 – 17

R3,358 ZAR per night
Guest favorite

Home in Dover

4.93 out of 5 average rating, 67 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

May 6 – 13

R1,609 ZAR per night
Guest favorite

Chalet in Winhall

4.96 out of 5 average rating, 26 reviews

Beautiful renovated chalet mn to Stratton

Jun 11 – 18

R2,305 ZAR per night
Guest favorite

Condo in Stratton

5.0 out of 5 average rating, 18 reviews

Your Vermondo awaits: Steps to Lifts & Village.

Apr 16 – 23

R6,453 ZAR 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

R1,992 ZAR per night
Guest favorite

Loft in Jamaica

4.98 out of 5 average rating, 93 reviews

Cozy Loft for your Southern VT Adventures

Jun 9 – 16

R1,682 ZAR per night
Guest favorite

Home in Jamaica

5.0 out of 5 average rating, 25 reviews

2-Bedroom Home, 7 Minutes From Stratton Mountain

Sep 30 – Oct 7

R2,966 ZAR per night
Guest favorite

Place to stay in Stratton

4.98 out of 5 average rating, 93 reviews

The Chal-A-Frame Vermont

Aug 25 – Sep 1

R7,022 ZAR per night

Quick stats about vacation rentals in Stratton

Total rentals

150 properties

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

130 properties are a good fit for families

Total number of reviews

3.3K reviews

Nightly prices starting at

R1,326 ZAR before taxes and fees

Frequently Asked Questions

  • Do condo rentals in Stratton have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Stratton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stratton have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Stratton. Enjoy a tailored experience with all the comforts you desire.

  • Are there Stratton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Stratton, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there vacation rentals with a dedicated workspace in Stratton?

    Yes! Work meets play with ease at over 70 vacation rentals in Stratton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in townhouse rentals in Stratton?

    Experience the best of Stratton with our townhouse rentals, starting at about $280 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Stratton?

    Stratton has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Stratton?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 40 homes with wireless internet, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Stratton?

    Four-legged friends are welcome in Stratton. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do condo rentals in Stratton have wireless internet?

    Absolutely! We offer over 50 condo rentals with wireless internet in Stratton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stratton have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Stratton. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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