Location

Dates

Guests

Vacation rentals in Vermont, United States

Table is made from reclaimed barn wood and great for a large dinner.

Steps to Farm Rd Estate | Historic 2BR w/ AC! image 2

Relax with some art or watch a great movie in the Great Room on the comfy sofa.

Reclaimed barnwood table

The large bedroom on the first floor was transformed from the art gallery.

Historic 1827 House | 2BR • Walkable location

2 bedrooms·1 bath

Dover • Vermont

5(61 reviews)

$1,920.18 USD total for 3 nights

Mar 19 – 22, 2027

Rustic, cozy log cabin in Jay, VT ~2 mi Jay Peak image 1

Rustic, cozy log cabin in Jay, VT ~2 mi Jay Peak image 2

Best view of the mountain range and Jay Peak from your sitting spot in the living room. Opens up to the dining. Wood stove is not available for use at this time. Board games and books provided.

Rustic, cozy log cabin in Jay, VT ~2 mi Jay Peak image 4

Rustic, cozy log cabin in Jay, VT ~2 mi Jay Peak image 5

Rustic, cozy log cabin in Jay, VT ~2 mi Jay Peak

3 bedrooms·2 baths

Jay • Vermont

5(23 reviews)

$1,172.60 USD total for 3 nights

Nov 12 – 15, 2026

Open concept for larger groups

Seasonal Fire Pit with Grill in our yard (not open during winter)

Family room with giant 65" Smart VT

Tic Tac Toe anyone?

Seating area for meals

Trailside Chalet

5 bedrooms·2½ baths

Washington County • Vermont

4.93(87 reviews)

$1,097.47 USD $934.75 USD total for 3 nights

Nov 12 – 15, 2026

14 Acre Waterfront estate on Lake Champlain

14 Acre Waterfront estate on Lake Champlain

14 Acre Waterfront estate on Lake Champlain

14 Acre Waterfront estate on Lake Champlain

The front yard down to the water, so much space for so many possibilities

14 Acre Waterfront estate on Lake Champlain

3 bedrooms·3 baths

Grand Isle • Vermont

4.8(5 reviews)

$2,386.00 USD $2,167.40 USD total for 5 nights

Nov 12 – 17, 2026

Air Vermont Apartment

Air Vermont Apartment

Air Vermont Apartment

Air Vermont Apartment

Air Vermont Apartment

Air Vermont Apartment

1 bedroom·1 bath

South Burlington • Vermont

4.95(77 reviews)

$747.69 USD total for 3 nights

May 23 – 26, 2027

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

3 bedrooms·1 bath

Brookfield • Vermont

4.88(16 reviews)

$759.00 USD total for 3 nights

Apr 1 – 4, 2027

The Great Room was once the village general store and Post Office. Imagine the conversations over the years in this room.

Easy access on RT100.

Upstairs living area. Views of mount snow ski area from north side windows.

Futon in Loft sleeps two. Great for overflow skiers.

Relax by the gas fireplace on second floor after a day of skiing. Mini Split for quiet & comfortable AC in the summer and heat in the winter.

Historic 1827 House | 5BR • AC • Walkable

5 bedrooms·3 baths

Dover • Vermont

5(20 reviews)

$500 – $750/ night(excl. fees & taxes)

Relax by the fire in our 8 leather recliners & 3 bean bag chairs

Eat Breakfast by the Pellet Stove & Feel the vibes of 1830s Post & Beam Construction

Our Expansive Chef's Kitchen

Have yourself a steam in our Sauna

Red Brick Retreat

8 bedrooms·6 baths

Londonderry • Vermont

5(25 reviews)

$5,024.44 USD $4,149.35 USD total for 3 nights

Nov 12 – 15, 2026

Our farm, wedding ski rental mountain setting

Epic Farm, House, Barn image 16

Barn wedding - farm wedding booked custom Satoyama Mountain Farm

Ski house, great room with dining rooms in back

Epic Farm, House, Barn image 4

Epic Mountain Views, House, Farm Stay, Barn

7 bedrooms·3½ baths

Rochester • Vermont

4.9(29 reviews)

$3,332.00 USD $2,478.50 USD total for 3 nights

Nov 12 – 15, 2026

Winter Wonderland

Hot tub and Sauna.. and silence

Try 30 minutes in the sauna...after full day of skiing

Living Room Retreat: Sunlit space with vaulted ceilings and stylish decor for perfect relaxation!

Delight in the hottub when its cool outside

Stratton Ski Haus

4 bedrooms·2½ baths

Jamaica • Vermont

$1,998.92 USD $1,856.26 USD total for 3 nights

Nov 12 – 15, 2026

Back yard wild flowers

Dock and storage shed for kayaks and fire pit chairs

Hot tub with outdoor shower

The house is at the top of the photo. The backyard is 1.5 acres with a path leading to the lake, dock, and fire pit

Serenity Now !

2 bedrooms·3 baths

Bridport • Vermont

$1,779.00 USD total for 3 nights

Nov 12 – 15, 2026

Enjoy the amazing view of Mt. Mansfield from the cozy chairs in the living room.

Living room with wood-burning fireplace, comfortable furnishings.

Living room features a supple leather sofa, tufted loveseat, and roomy chairs.

Living room opens to two large pass throughs to open dining room.

A cozy canopy bed makes way for a grand vaulted ceiling in the master bedroom.

Modern Retreat ~ Stunning Mountain View ~ Hot Tub!

5 bedrooms·3 baths

Stowe • Vermont

5(14 reviews)

$10,995.00 USD total for 7 nights

Dec 11 – 18, 2026

Heavenly Killington 16 ppl, 7 bedrooms, 4 bathrooms, 11 beds. Free parking for 10+ cars. Tesla charger.

Heavenly Killington 16 ppl, 7 bedrooms, 4 bathrooms, 11 beds. Free parking for 10+ cars. Tesla charger.

House front view

Unit 1 Great room

Unit 1 Great room

Heavenly Killington

7 bedrooms·4 baths

Killington • Vermont

4.99(85 reviews)

$3,169.65 USD $2,909.19 USD total for 3 nights

Nov 12 – 15, 2026

Gorgeous, modern, new 3-bedroom home on pond.

Gorgeous, modern, new 3-bedroom home on pond.

Gorgeous, modern, new 3-bedroom home on pond.

Gorgeous, modern, new 3-bedroom home on pond.

The cottage is in the building on the right. Behind the unit is the animal yard.

Gorgeous, modern, new 3-bedroom home on pond.

3 bedrooms·2 baths

Guilford • Vermont

5(25 reviews)

$1,205.00 USD total for 3 nights

Nov 12 – 15, 2026

Front of the house

Cubbies and boot warmers

Spacious mud room

Space for all your gear

Upstairs living room

Burnt Hill Chalet

3 bedrooms·2 baths

Winhall • Vermont

$3,640.00 USD total for 5 nights

Nov 12 – 17, 2026

Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

4 bedrooms·2½ baths

Hartford • Vermont

$686.00 USD total for 3 nights

Nov 15 – 18, 2026

Outdoor pool is open now!

Welcome to the loft

Walk out balcony

Enough space fore the whole crew

Stratton Loft with Pool

4 bedrooms·2 baths

Winhall • Vermont

Valley Views with Hot Tub

Valley Views with Hot Tub

Valley Views with Hot Tub

Valley Views with Hot Tub

Valley Views with Hot Tub

Valley Views with Hot Tub

4 bedrooms·3½ baths

Windham • Vermont

Enjoy casual conversations in this cozy living room that is flooded with natural light during the day.

High speed internet available for quick connections and streaming video.

The house is a custom timber frame with distinct and timeless styling that blends into the surrounding area.

Newly added washer and dryer for quick cleanups or drying skiing gear.

Star gazing at night is a perfect way to unwind and enjoy the seclusion.

Tranquil Brookside Retreat with Hot Tub & Firepit

4 bedrooms·2½ baths

Peru • Vermont

5(1 review)

$1,586.24 USD total for 3 nights

Nov 12 – 15, 2026

Spacious living room

Fully stocked kithcen

Queen bedroom with natural light

Welcome to our cozy home!

Rural Chester Farmhouse

3 bedrooms·2 baths

Chester • Vermont

New stainless steel appliances

Sauna with Green Mountain View’s

3 bedrooms·3 baths

Jamaica • Vermont

Welcome to our chalet!

We have 2 pellet stoves!

Comfort is our priority!

Hot Tub Chalet on Magic Mountain

5 bedrooms·2½ baths

Londonderry • Vermont

Londonderry Loft with Sauna

Londonderry Loft with Sauna

Londonderry Loft with Sauna

Londonderry Loft with Sauna

Londonderry Loft with Sauna

Londonderry Loft with Sauna

4 bedrooms·2 baths

Londonderry • Vermont