Spacious living room
Fully stocked kithcen
Queen bedroom with natural light
Double bedroom
Welcome to our cozy home!

Rural Chester Farmhouse

3 bedrooms·2 baths
Chester • Vermont
The Riverside Treehouse
The Riverside Treehouse
The Riverside Treehouse
The Riverside Treehouse
The Riverside Treehouse

The Riverside Treehouse

3 bedrooms·2 baths
Arlington • Vermont
5(4 reviews)

$889.69 USD total for 3 nights

Sep 7 – 10, 2026

Exterior
Property grounds
Aerial view
Living area
Miscellaneous

Summer fun on lake - great for 2 families or 3 couples - newly remodeled

4 bedrooms·2 baths
Windsor County • Vermont

$4,000.00 USD total for 5 nights

Sep 13 – 18, 2026

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

6 bedrooms·2 baths
Ludlow • Vermont
5(107 reviews)
$550 – $650/ night(excl. fees & taxes)
Winter Wonderland! Great Okemo rental.
Lazy Afternoon in Paradise
Open Space & Relaxation. The Ultimate Social Distancing Escape!
Fresh Air with Wifi. (If You're into that Sort of Thing....)
Classic Vermont - Historic Renovated Dairy Farm (No Cows Anymore)

2 Bdrm, Lower Level, Okemo, 25 Acre Mtn Playground

2 bedrooms·1 bath
Cavendish • Vermont
5(27 reviews)

$1,375.00 USD total for 5 nights

Sep 7 – 12, 2026

Front View of The Farmhouse - The Second Story is All Yours
Open Space & Relaxation. The Ultimate Social Distancing Escape!
Classic Vermont - Historic Renovated Dairy Farm (No Cows Anymore)
Lazy Afternoon in Paradise
Fresh Air with Wifi. (If You're into that Sort of Thing....)

2 Bdrm, Upper Level, Okemo, 25 Acre Mtn Playground

2 bedrooms·1 bath
Cavendish • Vermont
5(13 reviews)

$1,375.00 USD total for 5 nights

Sep 7 – 12, 2026

A cozy cabin-style home with a wooden deck, nestled among lush greenery, featuring Adirondack chairs on a stone-lined lawn.
A cozy living room with a loft, featuring a leather sectional, woven chairs, and a rustic staircase leading to an upper level.
A cozy backyard fire pit area with four wooden Adirondack chairs arranged around a circular stone pit. Surrounded by lush green grass and dense trees, it offers a serene outdoor retreat.
A cozy bedroom featuring a black metal bunk bed with a full-size lower and twin upper. The wooden-paneled walls and carpeted floor add warmth, while a telescope by the window invites stargazing.
A rustic wooden deck extends from the house, surrounded by lush greenery. Three wicker chairs with cushions offer a peaceful spot to relax and enjoy the natural surroundings.

6BD 3BA - Mount Snow VT - Ski-Back Trail - Shuttle

6 bedrooms·3 baths
Dover • Vermont

$1,338.00 USD total for 3 nights

Sep 7 – 10, 2026

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle
2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle
2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle
As you step inside you'll be assured that you chose the right place!
2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2 bedrooms·1 bath
Dover • Vermont

$425.60 USD total for 3 nights

Sep 7 – 10, 2026

Main living area with large couch and 4 lounge chairs, fireplace and TV
4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle
Chalet style home on private lot, wrap around deck
4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle
4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

4 bedrooms·2 baths
Dover • Vermont

$793.80 USD total for 3 nights

Sep 7 – 10, 2026

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)

$950.64 USD total for 3 nights

Sep 7 – 10, 2026

Open comfy space with wide floor boards and spiral access to the large loft.
Relax by the gas fireplace on second floor
The 1827 House has easy access from RT 100 where you can walk to fine restaurants and venture to close by Wilmington, Manchester and lots of trails!
Comfortable and romantic Queen Victorian room
Loft Queen beds

Historic 1827 House | 3BR • AC • Upstairs

3 bedrooms·2 baths
Dover • Vermont
5(28 reviews)

$862.50 USD total for 3 nights

Sep 7 – 10, 2026

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)

$1,710.00 USD total for 3 nights

Sep 7 – 10, 2026

NirvanaSanctuaryHouse~Fire Place~Okemo Killington
NirvanaSanctuaryHouse~Fire Place~Okemo Killington
Hot Tub Area Undercover!
Hot Springs Hot Tub ~ seats 4
King Master Bedroom

NirvanaSanctuaryHouse~Fire Place~Okemo Killington

2 bedrooms·3 baths
Plymouth • Vermont
5(31 reviews)

$1,695.00 USD total for 3 nights

Sep 8 – 11, 2026

1930s-era cottage.
Private outdoor hot tub under cover.
Outdoor fire pit
Primary bedroom with king bed. Featuring a Puffy mattress, fine linens, plenty of pillows, and a down comforter.
The living room opens up to a larger screened-in porch. Dining also on the porch. It features a wood-burning fireplace for cooler times. It will be all set to light and we provide plenty of wood.

Twinkle Cottage ~HotTub~FirePit~Fireplace~Dogs

1 bedroom·2 baths
Plymouth • Vermont

$1,191.00 USD total for 3 nights

Sep 7 – 10, 2026

We are currently updating our photos. Front lawn view
Twilight
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary

Vermont Cottage Amherst Lake & Sanctuary

6 bedrooms·4 baths
Plymouth • Vermont
4.98(90 reviews)

$6,582.00 USD total for 6 nights

Sep 15 – 21, 2026

Twilight ~ CURRENTLY UPDATING PICTURES ~ STAY TUNED!
Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo
Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo
Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo
Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo

Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo

4 bedrooms·3 baths
Plymouth • Vermont
5(55 reviews)

$2,294.20 USD total for 3 nights

Sep 7 – 10, 2026

The front porch at dusk
Winter firepit
Cute Cabin! Plymouth, Vermont.
Cute Cabin! Plymouth, Vermont.
Cute Cabin! Plymouth, Vermont.

Cute Cabin! Plymouth, Vermont.

3 bedrooms·3 baths
Plymouth • Vermont
5(52 reviews)

$2,031.00 USD total for 3 nights

Sep 8 – 11, 2026

Get-Away Cabin in Plymouth, Vermont.
Aerial view of Lake Amherst
Large screened-in porch overlooking the lake.
Get-Away Cabin in Plymouth, Vermont.
Hot Tub

Get-Away Cabin in Plymouth, Vermont.

1 bedroom·2 baths
Plymouth • Vermont
5(34 reviews)

$1,107.00 USD total for 3 nights

Sep 7 – 10, 2026

Looking back up at the house with the lake behind you.
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
View of the house and garage as you turn into the driveway from the private road leading up to our home.
View from across Little Lake

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

3 bedrooms·3½ baths
Wells • Vermont
4.98(95 reviews)

$1,387.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Free cancellation
Front of house
Living room
Front yard and house
Guard rails have been added both sides of stairs since this picture was taken.
Looking up toward loft area with partial view of kitchen lower right. Note the spiral staircase.

Cozy converted barn on secluded 6.5 acres

3 bedrooms·1 bath
Shaftsbury • Vermont
5(390 reviews)

$916.60 USD total for 3 nights

Sep 22 – 25, 2026

Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing

Vermont Mountain Chalet • Hot Tub • Near Skiing

4 bedrooms·3½ baths
Plymouth • Vermont

$1,497.62 USD total for 3 nights

Oct 27 – 30, 2026

Free cancellation
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock

Lake Saint Catherine Cottage with Private Dock

2 bedrooms·2 baths
Poultney • Vermont

$1,488.21 USD total for 3 nights

Sep 7 – 10, 2026

Open concept living and dining room; plenty of seating at the dinner table
Top of the Rock
View of the house from the backyard
A winter snowfall
Our driveway can easily fit 2-3 cars

Top of the Rock

4 bedrooms·2 baths
Wilmington • Vermont
4.77(13 reviews)

$1,045.00 USD total for 3 nights

Sep 7 – 10, 2026

Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays

Luxe VT Retreat • Perfect for Remote Summer Stays

3 bedrooms·2 baths
Newfane • Vermont
4.5(2 reviews)

$9,369.15 USD total for 30 nights

Oct 1 – 31, 2026

Free cancellation