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)

$ 1.308,85 USD totaal voor 3 nachten

5–8 okt 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)
$500 – $750/ nacht(excl. kosten & belastingen)
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)

$ 858,08 USD totaal voor 3 nachten

28 sep – 1 okt 2026

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)

$ 899,80 USD $ 809,08 USD totaal voor 3 nachten

26–29 okt 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 totaal voor 3 nachten

28 sep – 1 okt 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(85 reviews)

$ 1.097,47 USD totaal voor 3 nachten

28 sep – 1 okt 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 totaal voor 30 nachten

1–31 okt 2026

Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna

Riverside Getaway + Wood-Fired Sauna

0 bedrooms·1 bath
Newfane • Vermont

$ 515,55 USD totaal voor 3 nachten

6–9 okt 2026

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
Carriage House
Carriage House
Carriage House
Carriage House
Carriage House

Carriage House

2 bedrooms·2 baths
Mount Holly • Vermont

$ 927,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Enjoy the expansive views from our cozy living room
Mountain View Manor
King of the Hill views from the firepit
Chef's Kitchen and seating for 12
Read a book while swinging in our hammock chairs

Mountain View Manor

6 bedrooms·5 baths
Windsor County • Vermont

$ 3.966,87 USD totaal voor 3 nachten

1–4 okt 2026

Mount Holly Lake & Ski Hideaway
Mount Holly Lake & Ski Hideaway
Mount Holly Lake & Ski Hideaway
Fall in Mount Holly
Mount Holly Lake & Ski Hideaway

Mount Holly Lake & Ski Hideaway

4 bedrooms·2 baths
Mount Holly • Vermont
5(37 reviews)
$299/ nacht(excl. kosten & belastingen)
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

5 bedrooms·3 baths
Whitingham • Vermont

$ 1.570,26 USD totaal voor 3 nachten

28 sep – 1 okt 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 totaal voor 5 nachten

28 sep – 3 okt 2026

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)

$ 1.560,00 USD totaal voor 5 nachten

28 sep – 3 okt 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)

$ 2.184,00 USD totaal voor 3 nachten

12–15 dec 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)

$ 1.560,00 USD totaal voor 5 nachten

28 sep – 3 okt 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
5(126 reviews)

$ 1.387,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR
NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR
Hot Tub Area Undercover!
Hot Springs Hot Tub ~ seats 4
King Master Bedroom

NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR

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

$ 1.593,00 USD totaal voor 3 nachten

5–8 okt 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 totaal voor 6 nachten

28 sep – 4 okt 2026

Twilight ~ CURRENTLY UPDATING PICTURES ~ STAY TUNED!
Good Woods SanctuaryCottage~Hot Tub~Dogs~Okemo~4BR
Good Woods SanctuaryCottage~Hot Tub~Dogs~Okemo~4BR
Good Woods SanctuaryCottage~Hot Tub~Dogs~Okemo~4BR
Good Woods SanctuaryCottage~Hot Tub~Dogs~Okemo~4BR

Good Woods SanctuaryCottage~Hot Tub~Dogs~Okemo~4BR

4 bedrooms·3 baths
Plymouth • Vermont
5(70 reviews)

$ 2.294,20 USD totaal voor 3 nachten

5–8 okt 2026

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

Cute Vermont Cabin! Plymouth, Vermont.

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

$ 1.919,00 USD totaal voor 3 nachten

12–15 okt 2026

Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo~1BR
Aerial view of Lake Amherst
Large screened-in porch overlooking the lake.
Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo~1BR
Hot Tub

Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo~1BR

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

$ 1.107,00 USD totaal voor 3 nachten

5–8 okt 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.

Amherst Guest Cottage ~ One Bedroom

1 bedroom·2 baths
Plymouth • Vermont

$ 1.191,00 USD totaal voor 3 nachten

5–8 okt 2026