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Gaysville Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Gaysville vacation rentals

A rustic cabin with a wooden deck, surrounded by dense greenery and a rocky landscape.

1. Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (7 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is AED 859
AED 1,914 total
includes taxes & fees
2 Nov - 3 Nov
Gnome Home Mountain Ski Chalet w/Sauna Killington
A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

2. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is AED 800
AED 2,546 total
includes taxes & fees
28 Oct - 29 Oct
Ski Home/Arcade Mountain Views Near Killington/Woodstock
A living room with a sofa, armchair, coffee table, TV, fireplace, and artwork on the wall.

3. Newly renovated cozy ski retreat with view of Killington slopes

Newly renovated cozy ski retreat with view of Killington slopes
Killington
9.6 out of 10, Exceptional, (51 reviews)
"This was a great location to the mountain with mountain amenities (spa and workout with hot tubs and pool) and super cute condo! Trails for hiking nearby."
United States
Tanya or Nancy F.
The price is AED 743
AED 1,529 total
includes taxes & fees
1 Nov - 2 Nov
Newly renovated cozy ski retreat with view of Killington slopes
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

4. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
The price is AED 553
AED 1,520 total
includes taxes & fees
19 Oct - 20 Oct
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Aerial view

5. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is AED 636
AED 1,508 total
includes taxes & fees
18 Oct - 19 Oct
The Suites at Killington Center
A rustic attic bedroom with exposed wooden beams, a sloped ceiling, and a large window providing natural light.

6. Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups
Stockbridge
9.0 out of 10, Wonderful, (2 reviews)
"The host was very responsive! The house was very clean when we came and had everything we needed."
United States
Angela W.
The price is AED 1,462
AED 3,919 total
includes taxes & fees
18 Oct - 19 Oct
Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups
Winter Wonderland

7. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is AED 800
AED 2,546 total
includes taxes & fees
28 Oct - 29 Oct
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A covered porch with a view of a white house and a green lawn.

8. 150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!

150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Bethel
9.6 out of 10, Exceptional, (4 reviews)
"5 bedrooms with only 2.5 baths but beautiful!"
United States
Jamie R.
The price is AED 2,755
AED 5,163 total
includes taxes & fees
18 Oct - 19 Oct
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
A modern living room with a stone fireplace, a flat-screen TV mounted above it, wooden flooring, and a kitchen area in the background.

9. Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
United States
Tyler L.
The price is AED 443
AED 1,365 total
includes taxes & fees
18 Oct - 19 Oct
Modern Killington Farmhouse Condo: Close to it all! 412
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

10. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
The price is AED 443
AED 1,347 total
includes taxes & fees
18 Oct - 19 Oct
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

11. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is AED 334
AED 1,060 total
includes taxes & fees
9 Nov - 10 Nov
Luxury Condo Tucked in the Heart of Killington
A modern living room with a red sectional sofa, a round coffee table, wooden ceiling beams, a kitchen area, and a balcony with a view of trees.

12. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
10.0 out of 10, Exceptional, (2 reviews)
"On our 30th Anniversary trip to Vermont, New Hampshire and Maine we fell in love with Killington, Vermont. So much so we left the coast of Maine and last minute booked our remaining two nights back in Killington at the Poweder Run Lodge. The lodge was a wonderful experience! The location was beautiful, spacious, clean, had a fully stocked kitchen and spectacular views. The hosts were kind and easy to communicate with. We are older and need a continuous running fan and a little softer bed when we...
United States
Heidi P.
The price is AED 938
AED 2,649 total
includes taxes & fees
19 Oct - 20 Oct
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

13. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
The price is AED 279
AED 944 total
includes taxes & fees
19 Oct - 20 Oct
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A spacious living room with a fireplace, a television, and a large window.

14. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
United States
Christina V.
The price is AED 898
AED 2,714 total
includes taxes & fees
18 Oct - 19 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A modern living room with a fireplace, a television mounted on the wall, and a dining area with chairs and a table.

15. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
Killington
10.0 out of 10, Exceptional, (3 reviews)
"Great midweek ski vacation. Easily walked to the slope to get to the kiosk for our ticket. Kitchen had all that we needed. "
United States
Casey C.
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
A cozy living room with a stone fireplace, leather sofas, and a framed sign on the wall.

16. Robins Nest- FirePlace, Near Pico, Pool

Robins Nest- FirePlace, Near Pico, Pool
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Great location to Pico Mountain, clean, warm and spacious! "
United States
Leslie D.
The price is AED 1,229
AED 2,501 total
includes taxes & fees
19 Oct - 20 Oct
Robins Nest- FirePlace, Near Pico, Pool
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

17. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (37 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is AED 515
AED 1,395 total
includes taxes & fees
28 Oct - 29 Oct
Killington resort: Walk to Mountain, Bike, Pool
A cozy living room with a fireplace, a television, and a view of a snowy deck.

18. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is AED 686
AED 2,691 total
includes taxes & fees
19 Oct - 20 Oct
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
A covered porch with a grill, two Adirondack chairs, and a fire pit.

19. Estelle Cottage- Pool, hot tub, Fireplace

Estelle Cottage- Pool, hot tub, Fireplace
The Woods
10.0 out of 10, Exceptional, (2 reviews)
"Yes!! King beds!! Tall people love king beds and they delivered. This does not diminish the fact that everything was excellent for our stay. From the welcome gifts including some great local coffee and syrup, to the relaxing sauna, the comfortable large living room and bedrooms, and all amenities, we wanted for nothing. Truly a gem on our whole vacation! We looked forward to returning in the late afternoon knowing we had a quiet evening and a good sleep ahead of us. Truly a great place to...
United States
Devin
The price is AED 1,244
AED 2,542 total
includes taxes & fees
4 Nov - 5 Nov
Estelle Cottage- Pool, hot tub, Fireplace
A sign for Whifletree with a view of a golf course and mountains in the background.

20. Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals

Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"The property was a great location. Close enough for a daily drive to stowe or woodstock. I would highly recommend this place. The only thing I wish I would have known is there are a few flights of stairs to go up and down with luggage. Thanks for a great stay"
United States
Brandy
The price is AED 531
AED 1,668 total
includes taxes & fees
18 Oct - 19 Oct
Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gaysville Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"What a beautiful property and extremely nice staff. We would stay here every year. We highly recommend staying here."
Colt 1-night trip
Posted 3 hours ago
The Shire Woodstock

Frequently asked questions

Can I find a vacation rental in Gaysville?

Yes, we have vacation rentals close to top sights in Gaysville, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Gaysville has to offer?

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.: You might want to consider this vacation rental near Gaysville, which is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Gaysville?

Explore the area and family-friendly sights such as Killington Adventure Center, or get out into nature at a spot like Silver Lake State Park. In the larger area, you’ll find Belcher Library and Green Mountain National Golf Course.

What’s a vacation rental in Gaysville like?

A vacation rental is a private property you can book for a few weeks or just a few days in Gaysville. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family gatherings.