Vacation rentals in Castleton

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Top-rated vacation rentals in Castleton

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Guest favorite

Cottage in Fair Haven

4.97 out of 5 average rating, 103 reviews

Green Mountain Cottage

Ski season is here & close to 10+ resorts VT NY! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the town green park & downtown shopping, amazing local beer & eats. Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs.

Jun 7 – 14

ﺩ.ﺇ347 per night

Guest favorite

Tiny home in Pittsford

4.96 out of 5 average rating, 155 reviews

Charming tiny house with great VT location!

Curious about tiny home living!? This newly constructed 180 sq ft. house will let you experience comfort in charming farmhouse/cottage style. (Shiplap walls anyone?) Only 25 min to Killington, and 12 min from Mtn Top Inn, Downtown Rutland, or Brandon VT makes the location very convenient. 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.

Jul 10 – 17

ﺩ.ﺇ446 per night

Guest favorite

Guest suite in Castleton

4.98 out of 5 average rating, 119 reviews

Mi Casa es su Casa!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K TV, surround sound system. Wi-Fi access. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage. Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 25 min to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Jul 26 – Aug 2

ﺩ.ﺇ433 per night

Guest favorite

Guesthouse in Granville

4.9 out of 5 average rating, 784 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Near Lk George, Lk Champlain, Saratoga, Manchester & Rutland, VT. Hiking, fishing and swimming nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive recommended in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Apr 12 – 19

ﺩ.ﺇ377 per night

Guest favorite

Apartment in Middletown Springs

4.88 out of 5 average rating, 204 reviews

Apartment in Vermont Historic Home

This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Jun 20 – 27

ﺩ.ﺇ259 per night

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 588 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Nov 20 – 27

ﺩ.ﺇ509 per night

Guest favorite

Apartment in Pittsford

4.99 out of 5 average rating, 117 reviews

Waterfront cottage walk-out suite.

Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike in the warmer weather. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front wheel or 4 wheel drive vehicles with good all season or snow tires required in the winter.

May 14 – 21

ﺩ.ﺇ396 per night

Guest favorite

Loft in Fair Haven

4.98 out of 5 average rating, 140 reviews

Fair Haven Loft in The Lloyd Jacobs House

This is one of the nicest units I rent. The space is in an historic renovated building in downtown Fair Haven, VT. The space was originally used to manufacture shirts. I have divided the 1600 square feet into a two bedroom loft. It has very high ceiling and windows. It is very spacious and has been completed updated. The loft has it's own kitchen (not shared) and it's own lock and key. Since it is on the top floor of the building, it is very quiet and secure.

Mar 17 – 24

ﺩ.ﺇ628 per night

Guest favorite

Cabin in Fair Haven

4.97 out of 5 average rating, 152 reviews

Private and cozy cabin with Lake Bomoseen views!

Secluded yet only a few minutes from all amenities with Wifi! Close to Bomoseen State Park, Glen Lake, boat launches, and stores! Perfect place to stay if you don't want to camp with the rest of your group at the state park, overflow from a place on the lake, visiting the college, or just a beautiful get away. Large deck to enjoy the views, screen porch, fireplace, even a short hiking trail around the property! Two well behaved dogs ok for small cleaning fee.

Nov 5 – 12

ﺩ.ﺇ509 per night

Guest favorite

Cabin in Wells

4.95 out of 5 average rating, 150 reviews

Gatsby's Getaway

Ready to disconnect and recharge? Welcome to Gatsby's Getaway! Watch the sun rise over the Green Mountains and Little Lake from the comfort of your deck. If the weather doesn't agree, enjoy your morning coffee in front of the cozy fireplace in your charming bungalow, complete with cathedral ceilings and sliding glass doors. Close to tons of hiking & biking trails, and outdoor activities. 10 minutes to nearby Granville, NY or Poultney, VT.

Sep 27 – Oct 4

ﺩ.ﺇ432 per night

Guest favorite

Guesthouse in Castleton

4.97 out of 5 average rating, 233 reviews

Bomoseen Bungalow

Located near Lake Bomoseen and Castleton University. This is a charming upstairs apartment in a quiet, residential neighborhood. Walking distance to boat rentals and to a local country store. This apartment provides you with a cozy stay - a bedroom with a queen size bed, sofa bed, and air mattress. There is Roku television, a heat pump for air conditioning or heat, Keurig coffee maker, and more. This is a non smoking unit.

Apr 15 – 22

ﺩ.ﺇ322 per night

Guest favorite

Cottage in Poultney

4.96 out of 5 average rating, 112 reviews

The Cottage in East Poultney

The Cottage is located in historic East Poultney next to the old Poultney schoolhouse. 1 mile to the town of Poultney. The sidewalk starts at the cottage which leads to town. Perfect for a walk or bike ride. Pico, Killington and Bromley Mountains all less than an hour drive. Plentiful fishing and boating opportunities. 3 miles to Lake St Catherine, under 10 miles to Lake Bomoseen. Slate Valley biking trails surround the area.

Nov 22 – 29

ﺩ.ﺇ506 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Castleton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Castleton's top sights

Lake Bomoseen Lodge21 locals recommend

The Birdseye Diner16 locals recommend

The Lake House30 locals recommend

Roxie's4 locals recommend

Iron Lantern Restaurant7 locals recommend

Third Place Pizzeria9 locals recommend

Other great vacation rentals in Castleton

Guest favorite

Cabin in Granville

4.98 out of 5 average rating, 133 reviews

Quaint log cabin nestled in the woods

Jan 15 – 22

ﺩ.ﺇ428 per night

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 391 reviews

Black haus: a hip, cool house hidden in a forest.

Jan 16 – 23

ﺩ.ﺇ512 per night

Guest favorite

Apartment in Fair Haven

4.85 out of 5 average rating, 153 reviews

Spacious One Bedroom - Walk To Town, Restaurants

Mar 15 – 22

ﺩ.ﺇ415 per night

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 129 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Aug 6 – 13

ﺩ.ﺇ366 per night

Guest favorite

Cottage in Whitehall

4.99 out of 5 average rating, 160 reviews

Hillside Cottage @ The Mettawee Retreat

Sep 26 – Oct 3

ﺩ.ﺇ564 per night

Guest favorite

Guest suite in Castleton

4.98 out of 5 average rating, 89 reviews

Vermont Hill Top Studio

Nov 7 – 14

ﺩ.ﺇ443 per night

Guest favorite

Tiny home in Castleton

4.99 out of 5 average rating, 91 reviews

Cabin-by-the-falls

May 1 – 8

ﺩ.ﺇ334 per night

Guest favorite

Apartment in West Rutland

4.93 out of 5 average rating, 30 reviews

Mountain View Apartment

Jul 9 – 16

ﺩ.ﺇ483 per night

Show all

Quick stats about vacation rentals in Castleton

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.9K reviews
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees

Frequently Asked Questions

Do house rentals in Castleton have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Castleton. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Castleton?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Castleton have wifi?
Absolutely! We offer over 30 house rentals with wifi in Castleton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Castleton have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Castleton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Castleton?
Castleton has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Castleton?
Yes! Work meets play with ease at over 30 vacation rentals in Castleton featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Castleton?
Experience the best of Castleton with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Castleton?
Four-legged friends are welcome in Castleton. Choose from more than 20 vacation rentals for guests traveling with pets.

Vacation rentals in Castleton

Top-rated vacation rentals in Castleton

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Castleton vacation rentals

Stay near Castleton's top sights

Other great vacation rentals in Castleton

Cabin in Granville

Cabin in Rochester

Apartment in Fair Haven

Condo in Killington

Cottage in Whitehall

Guest suite in Castleton

Tiny home in Castleton

Apartment in West Rutland

Quick stats about vacation rentals in Castleton

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Castleton have a bbq area?

What are the most popular amenities for House Rentals in Castleton?

Do house rentals in Castleton have wifi?

Do house rentals in Castleton have air conditioning?

Are there family-friendly vacation rentals in Castleton?

Are there vacation rentals with a dedicated workspace in Castleton?

How much does it cost to stay in house rentals in Castleton?

Are there pet-friendly vacation rentals in Castleton?

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