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Holiday Homes in Westmoreland

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Westmoreland holiday homes

A garden with a wooden pergola, purple flowers, and a river view.

1. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
The price is AU$374
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Hilltop House In Putney Vermont
A room with white paneled walls, a wooden bench, a teal cushion, a vase with flowers, a framed picture, and a shelf with books and a small electronic device.

2. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is AU$151
includes taxes & fees
30 Oct - 31 Oct
Cozy Vermont Tiny Home Get Away
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

3. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

4. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is AU$669
includes taxes & fees
21 Oct - 22 Oct
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

5. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is AU$563
includes taxes & fees
22 Oct - 23 Oct
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A two-story white house with a red door, surrounded by autumn foliage and a stone wall.

6. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.6 out of 10, Exceptional, (5 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is AU$211
includes taxes & fees
6 Oct - 7 Oct
The Eagles Wing at The CHM - Private Apartment
A covered outdoor seating area with a sofa, cushions, a table, and a lantern.

7. Modern 6BR Home for Large Groups & Families

Modern 6BR Home for Large Groups & Families
Keene
8.0 out of 10, Very good, (2 reviews)
"Nice location, with lots of space. Beds were comfy and my shower was nice a warm. Thankyou"
United States
Sheryl M.
Modern 6BR Home for Large Groups & Families
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

8. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
The price is AU$418
includes taxes & fees
1 Oct - 2 Oct
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A dining area with a long table and chairs, large windows with a view of trees, and a barbecue grill outside.

9. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is AU$972
includes taxes & fees
6 Oct - 7 Oct
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

10. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"
United States
Lynn B.
The price is AU$646
includes taxes & fees
1 Oct - 2 Oct
Modern Mount Snow Gnarvana - Steps to Carinthia
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

11. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is AU$637
includes taxes & fees
21 Oct - 22 Oct
Lakefront Family Fun Retreat
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

12. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
The price is AU$907
includes taxes & fees
1 Oct - 2 Oct
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

13. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (65 reviews)
"Beautiful house, amazing location, helpful and responsive hosts."
United States
Jeremy P.
The price is AU$1,157
includes taxes & fees
4 Oct - 5 Oct
Walk To Town, Hottub, Firepit, Games, Mt Snow
A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

14. Spacious Vermont Farmhouse | 3 Mi to Mount Snow

Spacious Vermont Farmhouse | 3 Mi to Mount Snow
West Dover
10.0 out of 10, Exceptional, (1 review)
"All good. "
United States
ken g.
The price is AU$1,141
includes taxes & fees
1 Oct - 2 Oct
Spacious Vermont Farmhouse | 3 Mi to Mount Snow
Dining

15. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is AU$589
includes taxes & fees
20 Oct - 21 Oct
Charming Chester Farmhouse near Near VT Slopes
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

16. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
Cobb Meadow House: Cozy 5 Bedroom Retreat
A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

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

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Dover
10.0 out of 10, Exceptional, (13 reviews)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is AU$1,606
includes taxes & fees
1 Oct - 2 Oct
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
A spacious kitchen with a large island, wooden ceiling beams, and a view to the outside.

18. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
Stratton
10.0 out of 10, Exceptional, (20 reviews)
"Great spot for a large group. "
United States
Brian G.
The price is AU$1,525
includes taxes & fees
26 Oct - 27 Oct
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
A pathway through a forest with autumn leaves and a wooden bridge.

19. Experience Vermont’s Fall Magic at here at the Lemondrop

Experience Vermont’s Fall Magic at here at the Lemondrop
Dover
10.0 out of 10, Exceptional, (46 reviews)
"Lovely house - perfect for a ski trip!"
United States
Alexander H.
Experience Vermont’s Fall Magic at here at the Lemondrop
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 Westmoreland Hotel Reviews

The Inn At Crumpin Fox

The Inn At Crumpin Fox

10/10 Excellent
"Clean room, comfortable bed. Quiet, wooded area."
Christine 1-night trip
Posted 8 hours ago
The Inn At Crumpin Fox

Find out more about Westmoreland

Westmoreland Holiday Homes information

Number of reviews
289
Accommodation
366 Holiday Homes
Lowest Price
AU$374
Highest Price
AU$1,606