Photo by Jennifer Brokaw

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Featured Cottages in Castleton

New Lakeside Cottage 5 minutes from great hiking with large deck and lake view
Exterior

New Lakeside Cottage 5 minutes from great hiking with large deck and lake view

10.0 out of 10, Exceptional, (19)
"Everything was perfect. The house is gorgeous and had everything we needed. Love the location too!"
New Lakeside Cottage 5 minutes from great hiking with large deck and lake view
Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers
1 bedroom, free WiFi, bed sheets

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Property grounds

Direct lakefront cottage with wood burning fireplace in great room. Pet friendly

8.6 out of 10, Excellent, (11)
"Nice waterfront location "
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (52)
"Host was very friendly,, property was emaculate, would definitely stay here again"
The price is NZ$351
includes taxes & fees
6 May - 7 May
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
New York Vermont Border Cottage Getaway
Fridge, microwave, oven, stovetop

New York Vermont Border Cottage Getaway

9.2 out of 10, Wonderful, (11)
"2nd stay here and everything is just right. Owner very responsive to all questions."
New York Vermont Border Cottage Getaway
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Fridge, microwave, oven, stovetop

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice time, great location"
The price is NZ$745
includes taxes & fees
4 May - 5 May
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Lake St Catherine Vermont Camp Rockytop
Property grounds

Lake St Catherine Vermont Camp Rockytop

9.6 out of 10, Exceptional, (39)
"Always a great stay. Clean and comfortable."
Lake St Catherine Vermont Camp Rockytop
Waterfront Home on Lake Champlain w/ Dock & Kayaks
Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils

Waterfront Home on Lake Champlain w/ Dock & Kayaks

2.0 star property
8.0 out of 10, Very good, (1)
"The house has a very nice dock on a more quiet part of Lake Champlain. My family and I enjoyed our stay, it was very peaceful and the nature around is beautiful. The owner was very responsive and accomodating throughout our stay."
Waterfront Home on Lake Champlain w/ Dock & Kayaks
Lakefront oasis with amazing sunsets
Property grounds

Lakefront oasis with amazing sunsets

10.0 out of 10, Exceptional, (1)
"Our family had a wonderful week at Camp Happy! Everything we needed was there. Outside, we spent the days using the SUPs, kayaks, Lily Pad float. We relaxed on the deck for countless hours, along with the other lounging areas. There was ample room at the docks for our boat rental and fishing. I do want to note that if old, the many steps from the house are steep. My 83 year old mom managed them fine, but we usually helped her. She really loved sitting up on the deck overseeing the activities...
Lakefront oasis with amazing sunsets
Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.
Outdoor dining

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.
Historic Cottage 2 Bedroom 2 Bath Fast Wifi
Fridge, microwave, oven, stovetop

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

8.6 out of 10, Excellent, (21)
"Accommodations were very clean and pleasant. Rooms are a nice size and very comfortable beds. Look forward to staying here again."
The price is NZ$389
includes taxes & fees
1 June - 2 June
Historic Cottage 2 Bedroom 2 Bath Fast Wifi
Cottage on Lake Saint Catherine
Interior

Cottage on Lake Saint Catherine

10.0 out of 10, Exceptional, (8)
"Looking for a quiet getaway on a Lake in Vermont in the Poultney area, this is where you would like to be. Comfortable rooms and great Lake views."
Cottage on Lake Saint Catherine
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Property grounds

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

9.8 out of 10, Exceptional, (10)
"We thoroughly enjoyed our stay at Lake Bomoseen. The house was in a great location with incredible lake views. The private dock was very relaxing."
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Quaint, friendly cottage with lakefront location & water views
TV, DVD player

Quaint, friendly cottage with lakefront location & water views

9.4 out of 10, Exceptional, (57)
"Great access to lake."
Quaint, friendly cottage with lakefront location & water views
Pine Knoll on Lake George | Cottage with direct lake & private dock access
TV

Pine Knoll on Lake George | Cottage with direct lake & private dock access

9.6 out of 10, Exceptional, (7)
"We had a great time. The house was nice. We especially enjoyed the dock to sit and watch the lake. "
Pine Knoll on Lake George | Cottage with direct lake & private dock access
Quaint lakefront home with great views & full kitchen
Property grounds

Quaint lakefront home with great views & full kitchen

8.4 out of 10, Very good, (21)
"Place was exactly as described! Great escape at a lake!"
Quaint lakefront home with great views & full kitchen
Comfy Cottage in Historic East Poultney
Aerial view

Comfy Cottage in Historic East Poultney

10.0 out of 10, Exceptional, (6)
"The cottage had everything we needed to make our vacation perfect. It was well located to Ski Killington and Stratton. The host live right next door and was very responsive for all our needs to make the stay as pleasant as possible. We would definitely rent again."
The price is NZ$496
includes taxes & fees
4 May - 5 May
Comfy Cottage in Historic East Poultney
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast

Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast

10.0 out of 10, Exceptional, (75)
"Cottage was as described, from the beautiful wood floors and furnishings to its’ unique window trim. Super clean and comfortable. But what raised the barr on this rental that tickled my grits was the welcome reception into Kay and Glenn’s home each morning for breakfast. Kay is quite delightful and put out a breakfast each morning that was over the top. Glenn was at the ready with a welcoming coffee and great tips on everything from day trips to accessible biking routes. Would definitely spend...
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast
Idyllic Wallingford Retreat - Near Skiing & Hiking
House (1 Bedroom) | Private kitchen

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very good, (2)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking
Quaint Cottage On The Lake! CURRENTLY RENOVATING!!
Beach

Quaint Cottage On The Lake! CURRENTLY RENOVATING!!

9.2 out of 10, Wonderful, (24)
"Relaxed by the lake, paddle board, visit family"
Quaint Cottage On The Lake! CURRENTLY RENOVATING!!
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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Other property types in Castleton

Water front home with large two tiered deck! 2 bathrooms 😂
Property grounds

Water front home with large two tiered deck! 2 bathrooms 😂

9.4 out of 10, Exceptional, (99)
"Perfect place to just get away for a few days and relax/unwind. Absolutely beautiful views and friendly neighborhood. Downtown was a convenient drive and Rutland is a short drive away for more choices to eat out. Truly enjoyed our stay!"
Water front home with large two tiered deck! 2 bathrooms 😂
Private lake-front cabin with walk-in access to water, next to state park.
Miscellaneous

Private lake-front cabin with walk-in access to water, next to state park.

9.8 out of 10, Exceptional, (56)
"Stay was awesome and lake side sunrise is really mesmerizing. "
Private lake-front cabin with walk-in access to water, next to state park.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.