The Bennington County Court House with a white facade, green shutters, and a gold dome.

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Check availability on Southern Vermont Romantic Hotels

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Southern Vermont romantic hotels

Outdoor pool, a heated pool

1. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is AED 250
AED 1,200 total
includes taxes & fees
31 Aug - 1 Sep
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Smart TV, fireplace, video games, DVD player

2. Summer Escape Near Lakes, Trails & Mt Snow

Summer Escape Near Lakes, Trails & Mt Snow
Dover
10.0 out of 10, Exceptional, (44 reviews)
"Awesome home. Had a great time with the family. Owners were easy to get in touch with."
United States
william k.
The price is AED 1,084
AED 2,279 total
includes taxes & fees
3 Aug - 4 Aug
Summer Escape Near Lakes, Trails & Mt Snow
Exterior

3. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (170 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is AED 624
AED 1,345 total
includes taxes & fees
3 Aug - 4 Aug
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Fridge, microwave, oven, stovetop

4. Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (84 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
The price is AED 698
AED 1,477 total
includes taxes & fees
31 Aug - 1 Sep
Perfect for a peaceful get away in clean fresh Vermont air!
Property grounds

5. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (62 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is AED 575
AED 1,076 total
includes taxes & fees
10 Aug - 11 Aug
Family Friendly Hilltop House In Putney Vermont
Exterior

6. Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing

Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing
Munsonville
10.0 out of 10, Exceptional, (16 reviews)
"Great little place to stay. Minimal living style away from it all."
United States
Ryan W.
The price is AED 826
AED 1,235 total
includes taxes & fees
3 Aug - 4 Aug
Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing
TV, books

7. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
9.6 out of 10, Exceptional, (9 reviews)
"This was a very cute rental in a beautiful part of New Hampshire, but it was much smaller than we imagined."
United States
Kelly
The price is AED 966
AED 1,191 total
includes taxes & fees
3 Aug - 4 Aug
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Property grounds

8. Entire Farmhouse with lots of open space 15 min north of Keene

Entire Farmhouse with lots of open space 15 min north of Keene
Walpole
10.0 out of 10, Exceptional, (39 reviews)
"Lovely place would definitely book again"
United States
Sean M.
The price is AED 1,181
AED 1,457 total
includes taxes & fees
3 Aug - 4 Aug
Entire Farmhouse with lots of open space 15 min north of Keene
Interior

9. Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (87 reviews)
"Beautiful and immaculately clean home located within walking distance to downtown, shopping, and restaurants. Very quiet location. We felt safe and comfortable at this home. Property has 3 bedrooms and 5 very comfortable beds. The attic bedroom has 3 single beds which is handy for larger families. Loved sitting around the fire pit and was pleased that our yard was separated from the neighbors. Thank you so much for sharing your hospitality."
United States
Kristen
The price is AED 885
AED 1,847 total
includes taxes & fees
1 Sep - 2 Sep
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Smart TV, fireplace, books

10. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is AED 691
AED 1,426 total
includes taxes & fees
31 Aug - 1 Sep
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

8/10 Good
"The pool was not heated but great size. There were no pool towels available. Rooms were great size. The property needs an update. Water pressure and soaps were great! "
Michelle 1-night trip
Posted 1 day ago
The Equinox Golf Resort And Spa

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