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

Vermont Cottage Amherst Lake

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

$6,582.00 USD total for 6 nights

Oct 13 – 19, 2026

Twilight ~ CURRENTLY UPDATING PICTURES ~ STAY TUNED!
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary

Vermont Cottage Amherst Lake & Sanctuary

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

$2,294.20 USD total for 3 nights

Oct 17 – 20, 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 $824.20 USD total for 3 nights

Oct 26 – 29, 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)

$2,072.00 USD total for 3 nights

Nov 15 – 18, 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 total for 3 nights

Oct 17 – 20, 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 total for 3 nights

Oct 17 – 20, 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 total for 3 nights

Oct 17 – 20, 2026

the view of the front of the home with the wrap around deck!
This is the view of the rear of the home
the access ramp
entry to the home at the rear.
Enter via the mudroom and please remove your shoes!

Manchester Santuary II

4 bedrooms·4½ baths
Manchester • Vermont
5(1 review)

$1,925.50 USD total for 3 nights

Oct 13 – 16, 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)

$1,374.89 USD total for 5 nights

Oct 13 – 18, 2026

Front of the home from the two-car off street parking pad. Walkway lights up at night for later check-ins.
Cute, Renovated Home on River, Walk to Downtown
Cute, Renovated Home on River, Walk to Downtown
Spacious upstairs full bath
Cute, Renovated Home on River, Walk to Downtown

Cute, Renovated Home on River, Walk to Downtown

3 bedrooms·1½ baths
Brandon • Vermont
4.8(51 reviews)

$788.00 USD total for 3 nights

Oct 18 – 21, 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)

$1,374.89 USD total for 5 nights

Oct 13 – 18, 2026

Manchester Sanctuary escape to Vermont!
Manchester Sanctuary escape to Vermont!
Manchester Sanctuary escape to Vermont!
Manchester Sanctuary escape to Vermont!
Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

3 bedrooms·3½ baths
Manchester • Vermont
5(2 reviews)

$1,756.00 USD total for 3 nights

Nov 7 – 10, 2026

1930s-era cottage.
Hot tub open to the outside and under cover.
Primary bedroom with king bed. Featuring a Puffy mattress, fine linens, plenty of pillows, and a down comforter.
View of the lake from this bedroom
Large screened-in front porch overlooking the lake. Listen to water fowl and peepers at night.

Amherst Guest Cottage ~ One Bedroom

1 bedroom·2 baths
Plymouth • Vermont

$1,191.00 USD total for 3 nights

Oct 17 – 20, 2026

House facade from driveway
Fully equipped kitchen with refrigerator, dishwasher, microwave and gas range
Bathroom with shower and copper sink.
Combo washer/dryer
Breakfast island separates kitchen from living area.

Custom-built Tiny House on forested lot near Quechee

1 bedroom·1 bath
Hartland • Vermont
4.87(71 reviews)

$972.11 USD total for 3 nights

Oct 19 – 22, 2026

Living room is equipped with large handmade Chesterfield leather sofa, two vintage leather club chairs and vintage leather recliner. An exceptionally large wood-burning fireplace flanked by antique ski equipment adds warmth for cold Vermont nights.
Living room with large handmade Chesterfield leather sofa, two vintage leather club chairs and vintage leather recliner chair is perfect for snuggling up in front of fire with a good book, or binging on a new Netflix series.
The open plan living and dining room with 8 seat table and antique handmade ski light fixture make Kilbourne Lodge a perfect place to both entertain and relax.
Present day Kilbourne Lodge. A mid-century angled roof ski chalet with large accent stone wall. Front deck features a vintage 2-seater ski lift chair painted in bright red. 100% Instagram worthy!
King bed with memory foam mattress, individual reading lights and ski-shoe side-tables.

Kilbourne Lodge︙3BR/2BA＋Pets＋Fireplace＋Boot Dryer

3 bedrooms·2 baths
Killington • Vermont
4.91(33 reviews)

$1,288.40 USD total for 3 nights

Oct 13 – 16, 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)

$1,920.18 USD total for 3 nights

Mar 19 – 22, 2027

Open-concept living, dining, and kitchen area — designed for gathering, relaxing, and entertaining larger groups.
Cozy Great Room with Propane Fireplace — The perfect place to relax after a full day skiing Jay Peak’s legendary powder.
Open-Concept Great Room, Dining Room and Kitchen - Plenty of space for everyone to spread out
Unbeatable ski-in/ski-out location right near the Tramside lifts, the Pump House Water Park and the Ice Rink
Fully stocked kitchen designed for real cooking — ideal for family breakfasts before first chair or relaxed dinners after the slopes.

Jay Peak Luxury Tramside Condo | Ski-In/Out | Walk Everywhere | Steps to Waterpark | Dog Friendly

3 bedrooms·2 baths
Jay • Vermont
5(26 reviews)

$1,525.70 USD total for 3 nights

Oct 19 – 22, 2026

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)

$1,142.36 USD total for 3 nights

Oct 13 – 16, 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)

$1,308.85 USD total for 3 nights

Oct 13 – 16, 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/ night(excl. fees & taxes)
Room
Property grounds
Private kitchen
Living area
Room

Mad River Valley furnished 1BR apartment,full kitchen/bath 20 minutes to skiing

1 bedroom·1 bath
Moretown • Vermont

$450.00 USD total for 3 nights

Nov 1 – 4, 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
$721 – $2,060/ night(excl. fees & taxes)
Enjoy a movie and some theater style popcorn in our living room and open kitchen
Jacuzzi Hot Tub
The kitchen is stocked with everything you need to wow your family and friends with your culinary abilities, or just keep the drinks cold and go out, all Weston has to offer is mere footsteps
Challenge each other to a game of basketball, arcade classic Mortal Kombat 3 or one of many others - while the rest of the crew catches a flick waiting for their turn to play.
Feel the warmth of 200 year old post and beam construction

The Historic Rideout

6 bedrooms·6 baths
Weston • Vermont
4.92(36 reviews)

$1,794.59 USD $1,546.82 USD total for 3 nights

Oct 13 – 16, 2026

Enjoy a crackling fire in our living room and open kitchen
Jacuzzi Tub Added July '23
The kitchen is stocked with everything you need to wow your family and friends with your culinary abilities, or just keep the drinks cold and go out, all Weston has to offer is mere footsteps
Challenge each other to a game of basketball, arcade classic mortal kombat 2 (or one of many others) - while the rest of the crew catches a flick waiting for their turn to play.
Feel the warmth of 200 year old post and beam construction

The Historic Rideout

6 bedrooms·6 baths
Weston • Vermont

$2,520.81 USD total for 3 nights

Oct 13 – 16, 2026