Holiday Homes in Southern Vermont

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Southern Vermont

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Terrace/patio

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

9.6 out of 10, Exceptional, (8)
"The house was clean, nicely decorated, comfortable and all the amenities we needed! "
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Mountain Sanctuary Dome Rustic Solitude 5BR
Interior

Mountain Sanctuary Dome Rustic Solitude 5BR

9.8 out of 10, Exceptional, (6)
"We had an awesome stay at Nate’s place! The stone architecture and wood oven fireplace gave a truly unique experience, and the house was very spacious. The fully equipped kitchen made for anxenjoyable cooking experience. Nate was also flexible and responsive. Definitely recommend this for your weekend getaway home!"
Mountain Sanctuary Dome Rustic Solitude 5BR
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Property grounds

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

10.0 out of 10, Exceptional, (132)
"This was our second time renting this property for a quick ski trip. The property is spacious, and well appointed. It really offers everything you need for a relaxing ski vacation. Love the game room and the space."
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Interior

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (6)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (50)
"Great condo in great location. Easy walk to restaurants and lifts."
The price is AU$391
includes taxes & fees
24 Aug - 25 Aug
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Beautiful Custom Built Timber Frame Home, Sleeps 11
Smart TV, fireplace, DVD player, ping pong

Beautiful Custom Built Timber Frame Home, Sleeps 11

10.0 out of 10, Exceptional, (106)
"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"
Beautiful Custom Built Timber Frame Home, Sleeps 11
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Exterior detail

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (63)
"We had a "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Fridge, microwave, oven, stovetop

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (55)
"We had so much fun between swimming and having a fire . The place is beautiful and private and yet not to far from everything."
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Fridge, microwave, oven, stovetop

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

10.0 out of 10, Exceptional, (6)
"Nice in all respects,"
The price is AU$1,334
includes taxes & fees
24 Aug - 25 Aug
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets
Outdoor spa tub

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

4.0 star property
10.0 out of 10, Exceptional, (17)
"We had a wonderful stay, the property was perfect for our family. The view was especially nice. Very quick & easy to get to Manchester and ski mountains."
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Interior

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (24)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.
Terrace/patio

Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.

9.8 out of 10, Exceptional, (17)
"Spacious house and beautiful grounds."
Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.
Luxury 4-BR Mountain Estate 10-min to Manchester
Interior

Luxury 4-BR Mountain Estate 10-min to Manchester

2.0 star property
10.0 out of 10, Exceptional, (2)
"This property is amazing: the grounds, the gardens and of course an exceptional, well equipped house. The architecture, the views and the many bedrooms and bathrooms made it so comfortable for our group of nine. The kitchen is well organized and has every convenience for cooking in."
Luxury 4-BR Mountain Estate 10-min to Manchester
Cozy 3-BR Retreat Near Stratton & Manchester
Dining

Cozy 3-BR Retreat Near Stratton & Manchester

Cozy 3-BR Retreat Near Stratton & Manchester
Luxury Post and Beam Barn Set On 10 Acres
Fridge, microwave, oven, stovetop

Luxury Post and Beam Barn Set On 10 Acres

10.0 out of 10, Exceptional, (86)
"Amazing property and host. Would love to stay again next time in the area. "
Luxury Post and Beam Barn Set On 10 Acres
Spyglass village- Golf & Ski
Smart TV, fireplace

Spyglass village- Golf & Ski

10.0 out of 10, Exceptional, (3)
"Great location, close to Mount Snow, ideal for skiing. Property is newly renovated, very functional and well appointed. We really enjoyed our stay."
Spyglass village- Golf & Ski
Stylish Mountain Home Near Ski, Golf + Manchester!
Outdoor spa tub

Stylish Mountain Home Near Ski, Golf + Manchester!

9.8 out of 10, Exceptional, (33)
"Relaxing weekend just a few miles from the ski mountain. Hot tub was great."
Stylish Mountain Home Near Ski, Golf + Manchester!
Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!
Exterior

Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!

10.0 out of 10, Exceptional, (6)
"We loved staying at the Sloane School! It was modern yet so cozy. It had everything we needed, there were only three of us but there was plenty of room for more. The hot tub was delightful, the bathrooms were beautiful, the kitchen was so nice and everything was immaculate! I would stay there again in a heartbeat! "
Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!
Fabulous Mountain Top Retreat - 10 minutes from mount snow!
2 bedrooms, WiFi, bed sheets

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!
'Luna Stella' - West Dover Home 1 Mi to Mt Snow!
Dining

'Luna Stella' - West Dover Home 1 Mi to Mt Snow!

9.8 out of 10, Exceptional, (64)
"Great property. Enjoyed our stay."
'Luna Stella' - West Dover Home 1 Mi to Mt Snow!
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 Southern Vermont Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Very nice property with friendly staff; excellent food at the restaurant; was only there for 16 hours but definitely want to go back to stay longer."
Julia 1-night trip
Posted 3 days ago
Kimpton Taconic Hotel by IHG