
House vacation rentals in Castleton
Find and book unique houses on Airbnb
Top-rated house rentals in Castleton
Guests agree: these houses are highly rated for location, cleanliness, and more.

Lawrence Cottage
Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!
Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mnt views, peaceful brook on 1+ acre. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV/nintendo switch.

Home Sweet Home
Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Cozy Contemporary Downtown Texaco
Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay

Cozy Home in Poultney, Vermont.
If you are looking for a cozy spot to relax in a small town, with fast internet and easy access to lots of fun activities, this house is it! On the main floor of the house, there is an open layout that includes a library, a small bar, a dining room, a kitchen, a bathroom, and two bedrooms. Downstairs, there is a finished basement that includes a large family area with a huge couch (perfect for movies), a workspace, and a laundry space. Private parking and lots of outdoor space.

Cottage in the Heart of the Green Mountains
Welcome to quintessential Vermont! Come stay at my cozy yet spacious, rustic yet modern, much-beloved Red Acre Cottage. Red Acre Cottage is nestled on a scenic ridge in the idyllic town of Rochester, just east of the Green Mountains and right off of Vermont Scenic Byway Route 100, one of the state's prettiest roads. Red Acre Cottage is an easy drive to Killington/Pico, Sugarbush, Mad River Glen, Rikert Nordic Center/Blueberry Hill XC skiing, Suicide Six, and Stowe Mountain.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

One Room School House. No Cleaning Fees!
Renovated one room school house. Spacious, open space. Music room has been converted into a bedroom. European style kitchen area. High ceilings with fans and air-conditioner. Propane fireplace. Off-street parking. High speed internet and 65 inch Roku TV with surround sound. Three season screened porch. Also, we have recently introduced a NO CLEANING FEE policy as our way of saying "Thank You" for respecting our property and guidelines.

Pristine Cottage, Grand Piano, Massage Studio
Meticulously clean, custom built cottage with grand piano & massage studio on property. Beam ceilings, wood floors, oriental carpets, & lots of art. Complete Kitchen Shower with shampoo, conditioners & body wash provided. New private deck, tables & chairs... outside art work. Swedish Massage with steamed towels & hot stones available in log cabin on site discounted to $70 for visiting guests

Colburn's Carriage House
Only 30 minutes from Killington/Pico ski resorts, and 20 minutes from Mountain Top Inn and Chittenden Reservoir, Colburn's Carriage House is a charming and convenient getaway. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.
Popular amenities for Castleton house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Magical Farm Getaway - a must visit!

Ski home to Trail Creek!

Ranch at Mendon Mt Orchards

SugarBear- Pool, Hot Tub, 2 En Suites BR

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Luxurious family retreat home in the mountains

Historic 1850’s Renovated Farmhouse w/ Pool!
Weekly house rentals

Mountain Getaway Pet friendly

New Killington Chalet: Hot Tub, Fireplace, 4Bd2 ba

*PET FRIENDLY*Madden's GMG!

Scotch Hill Cabin

Family Retreat at Lake Bomoseen: 4BR/2BA Home

Spacious Ski Chalet Near Killington w/ Pool Table

Convenient Vermont Getaway

VT Lakefront Retreat Private Dock, Golf Sim & More
Private house rentals

Bright & Vibrant Mountain Home

Breathtaking Lakeside Retreat!

Charming Modern Cabin Retreat

Glorious Mountain View in Dorset

Fred Eddy Farmhouse

Lakeside Retreat! Your Lake Hortonia retreat!

Hideaway Mountain at Killington

Central Vermont Farmhouse with Cabin & Hot Tub
When is the best time to visit Castleton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 | $299 | $265 | $220 | $352 | $250 | $222 | $250 | $242 | $242 | $220 | $220 |
| Avg. temp | 20°F | 22°F | 32°F | 45°F | 56°F | 65°F | 70°F | 68°F | 60°F | 48°F | 37°F | 27°F |
Quick stats about house rentals in Castleton

Total vacation rentals
Explore 50 vacation rentals in Castleton

Nightly prices starting at
Castleton vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 1,370 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Castleton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Castleton rentals

4.8 Average rating
Castleton stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Family-friendly rentals Castleton
- Rentals with a washer and dryer Castleton
- Waterfront rentals Castleton
- Rentals with a kayak Castleton
- Rentals with beach access Castleton
- Cottage rentals Castleton
- Rentals with lake access Castleton
- Rentals with outdoor seating Castleton
- Rentals with a patio Castleton
- Rentals with a fireplace Castleton
- Rentals with a fire pit Castleton
- Pet-friendly rentals Castleton
- House rentals Rutland County
- House rentals Vermont
- House rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Saratoga Race Course
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Saratoga Spa State Park
- Fort Ticonderoga
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Lake George Expedition Park
- Lucky Bugger Vineyard & Winery
- Dorset Field Club
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Autumn Mountain Winery
- Willard Mountain
- Fox Run Golf Club
- Montshire Museum of Science
- Ekwanok Country Club
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes




