Vacation rentals in Stratton

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Top-rated vacation rentals in Stratton

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Guest favorite

Tiny home in Jamaica

4.88 out of 5 average rating, 344 reviews

Forest Cabin ~ 7min to Stratton, Cozy, Private

Authentic Vermont post and beam cabin is 3 miles from Stratton's Sun Bowl, a short 7 minute drive away. Swimming at the brook on the property. Dogs are welcome, $30 fee per dog. Sorry, no cats due to allergies. Vinyl record player & records, VHS & videos. Full kitchen. Satellite Internet/WiFi 20-100 mbps. The bathroom has a composting toilet - it is odorless and easy to use. Heat options: 2 gas wall furnaces, wood-stove & pellet stove. Front porch, picnic table, fire pit & propane BBQ grill.

May 15 – 22

G$17,725 GYD 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!

Aug 21 – 28

G$21,786 GYD per night

Guest favorite

Cabin in Jamaica

4.99 out of 5 average rating, 184 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.

Aug 18 – 25

G$30,318 GYD per night

Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 264 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Nov 29 – Dec 6

G$32,193 GYD per night

Guest favorite

Apartment in Manchester

4.99 out of 5 average rating, 145 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.

Apr 18 – 25

G$14,830 GYD per night

Guest favorite

Apartment in Jamaica

4.84 out of 5 average rating, 199 reviews

The Getaway

Nestled in the woods but yet only; 10 min. (5.3 mls) to Stratton Mtn, 11 min. (7.6 mls) to Bromely Mtn, 26 min. (18.2 mls) to Magic Mtn, 33 min. (19.2 mls) to Mount Snow, 50 min. (38.2 mls) to Okemo and 68 min. (51.2 mls) to Killington. Also only minutes away from Southern Vermont golf resorts, Appalachian, Long and West River Trails, beautiful ponds rivers and falls, state parks, Manchester outlet shopping and the Equinox, fine dining and the most brilliant foliage in New England.

Aug 21 – 28

G$28,251 GYD per night

Guest favorite

Condo in Stratton

4.94 out of 5 average rating, 137 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

Jun 28 – Jul 5

G$35,418 GYD 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 6 – 13

G$18,414 GYD per night

Guest favorite

Apartment in Townshend

4.94 out of 5 average rating, 203 reviews

Private Apt. on Farm, great views and Hot tub,

Self-contained apt with fantastic views, outside deck & private entrance with keypad lock. Two queen bedrooms and queen sleeping loft, kitchen and open plan living room. Located on a historic 38-acre working farm. If you need more space we have an adjoining apartment that sleeps 5. Apartment is above garage and attached to the main farmhouse. Pls note pricing is based on up to four guests; add'l $25/person/night up to max 6 guests added automatically.

May 1 – 8

G$27,104 GYD per night

Superhost

Condo in Stratton

4.88 out of 5 average rating, 106 reviews

Perfect Location! Steps to Village and Mountain

One-bedroom condo with beautiful rear-facing view of Mill Pond! Sleeps 4 with a Queen bed and a Full-size pull-out couch. Living room features a gas fireplace and smart TV (cable TV included; personal account required for Netflix and other streaming features). Access to pool, hot tubs, and sauna on-premises. Just steps away from the restaurants and shops in Stratton Mountain Village and the Base Lodge - no need to drive or wait for a shuttle!

Jul 6 – 13

G$33,209 GYD per night

Guest favorite

Condo in Stratton

4.96 out of 5 average rating, 116 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

May 23 – 30

G$30,628 GYD 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.

Sep 24 – Oct 1

G$28,360 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Stratton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Apartment in Manchester

4.99 out of 5 average rating, 172 reviews

Style and Comfort- Perfect Year Round Location

Jul 5 – 12

G$33,644 GYD per night

Guest favorite

Guesthouse in North Bennington

4.98 out of 5 average rating, 150 reviews

Birch House - lake, green trees + modern comforts

Jul 19 – 26

G$31,556 GYD per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 492 reviews

Inviting studio apartment above barn in Vermont

Aug 28 – Sep 4

G$21,238 GYD per night

Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 263 reviews

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

Feb 16 – 23

G$29,314 GYD per night

Guest favorite

Condo in Stratton

4.96 out of 5 average rating, 93 reviews

Premier Stratton Village Location - Pool & Hot Tub

May 6 – 13

G$18,526 GYD per night

Superhost

Cabin in Wardsboro

4.82 out of 5 average rating, 67 reviews

Mountain side acres

Aug 13 – 20

G$32,067 GYD per night

Guest favorite

Cabin in Stratton

5.0 out of 5 average rating, 94 reviews

Cabin w/King Beds, AC, Sunroom, Near Ski/Bike/Golf

May 2 – 9

G$38,904 GYD per night

Guest favorite

Home in Stratton

4.86 out of 5 average rating, 83 reviews

Stay mins from Mt. Snow & Stratton w/ EV charger

Aug 2 – 9

G$33,949 GYD per night

Show all

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
4K reviews
Nightly prices starting at
G$12,539 GYD 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 80 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 apartment rentals in Stratton?
Experience the best of Stratton with our apartment rentals, starting at about $60 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 40 homes with wireless internet, over 30 homes with a bbq area, over 20 homes with air conditioning, 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 40 condo rentals with wireless internet in Stratton. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Stratton have air conditioning?
Absolutely! We offer over 20 condo rentals with air conditioning in Stratton. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Stratton

Top-rated vacation rentals in Stratton

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Stratton vacation rentals

Stay near Stratton's top sights

Other great vacation rentals in Stratton

Apartment in Manchester

Guesthouse in North Bennington

Barn in Chester

Barn in Marlboro

Condo in Stratton

Cabin in Wardsboro

Cabin in Stratton

Home in Stratton

Quick stats about vacation rentals in Stratton

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do condo rentals in Stratton have a gym?

Do house rentals in Stratton have a bbq area?

Are there Stratton vacation rentals on Airbnb with pools?

Are there vacation rentals with a dedicated workspace in Stratton?

How much does it cost to stay in apartment rentals in Stratton?

Are there family-friendly vacation rentals in Stratton?

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

Are there pet-friendly vacation rentals in Stratton?

Do condo rentals in Stratton have wireless internet?

Do condo rentals in Stratton have air conditioning?

Destinations to explore