Glastenbury Vacation Rentals from $441: Search Short-Term Rentals

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Our top choices for Glastenbury vacation rentals

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

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

Dover

Tania J.

$260 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

2. Long Trail House 368 condo in Stratton Village, walk to the lifts

Stratton

$225 nightly

Nov 8 - Nov 9

Total with taxes and fees

A calm lake with a wooden boat on the shore.

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

$241 nightly

Nov 16 - Nov 17

Total with taxes and fees

A building with a sign reading 'Fire Tower Restaurant & Tavern.'

4. Fourth-floor Stratton Village studio with valley-view balcony

Stratton

$199 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

5. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Dover

Evan C.

$316 nightly

Nov 8 - Nov 9

Total with taxes and fees

6. Spacious apartment in beautiful, historic Arlington VT

Arlington

Mike K.

$224 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a porch, surrounded by trees and snow.

7. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington

Malika R.

$267 nightly

Nov 12 - Nov 13

Total with taxes and fees

A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

8. Long Trail House at Stratton Mountain Resort

Stratton

Michael

$391 nightly

Nov 8 - Nov 9

Total with taxes and fees

A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

9. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

Stratton

eric m.

$275 nightly

Nov 8 - Nov 9

Total with taxes and fees

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

10. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

$109 nightly

Nov 9 - Nov 10

Total with taxes and fees

A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

11. Historic Home with Colonial Charm in Manchester

Manchester

Mary Ann E.

$324 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living area with a brown leather sofa, a wooden coffee table, and wicker chairs. A staircase leads to an upper level.

12. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

$427 nightly

Nov 30 - Dec 1

Total with taxes and fees

An indoor swimming pool with a tiled floor, a pool table, and a bar area.

13. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Dover

Douglas D.

$355 nightly

Nov 8 - Nov 9

Total with taxes and fees

A wooden house with a porch lit by string lights, surrounded by snow.

14. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Chelsea G.

$312 nightly

Nov 8 - Nov 9

Total with taxes and fees

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.

15. Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

Lynn B.

$364 nightly

Nov 10 - Nov 11

Total with taxes and fees

Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

16. Charming 1BR Retreat | Ski-In Access

West Dover

$187 nightly

Nov 10 - Nov 11

Total with taxes and fees

17. The Birchwood Cabin - Stunning Mountain Views

Sunderland

Robert V.

$542 nightly

Dec 8 - Dec 9

Total with taxes and fees

A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

18. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls

cory p.

$328 nightly

Nov 8 - Nov 9

Total with taxes and fees

A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

19. Founders Lodge condo at Stratton Mountain with gas fireplace

Stratton

$357 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hallway with a bench, a wall-mounted towel rack, and a door leading to an outdoor area.

20. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro

Carly L.

$371 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Top Glastenbury Hotel Reviews

The Williams Inn

10/10 Excellent

"Beautiful"

Hideaway Inn Mt. Snow

10/10 Excellent

"The room was small and simple, but nicely decorated, including a record player with a vinyl album (cover, at least; didn't check for actual vinyl). The room was warm and the place was quiet when I stayed, which was off-season. I've been pulling into the parking lot of this place for five years now (MOOver), so staying there was interesting for me. I stayed there during a HAZMAT spill that closed Woodford Mtn for a couple days. Of special note, this is the ONLY hotel I've ever stayed at that had a sleep/sound machine in the room. I ALWAYS take one with me when traveling, but this was a last minute decision, so I would've had to pull up something on my phone, but there was a nice sound machine on the nightstand and I used it. Those are so helpful when staying in hotels/inns."

Find out more about Glastenbury

Everything you need to know about Glastenbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Glastenbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glastenbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glastenbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glastenbury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Glastenbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $441 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Glastenbury rentals

At Expedia, we put the best Glastenbury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Glastenbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glastenbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glastenbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Glastenbury?

Yes, you can find vacation rentals near top local attractions in Glastenbury, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Glastenbury has to offer?

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews: This vacation home rental near Glastenbury is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Glastenbury?

Explore the area and family-friendly sights such as Sugar Shack, or get out into nature at a spot like Lake Shaftsbury State Park. In the larger area, you’ll find Woodford State Park and Mount Equinox.

What’s a vacation rental in Glastenbury like?

Vacation rentals are private accommodations you can stay in for a couple days or more in Glastenbury. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.

Room 1

Check prices for these dates

Our top choices for Glastenbury vacation rentals

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

2. Long Trail House 368 condo in Stratton Village, walk to the lifts

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

4. Fourth-floor Stratton Village studio with valley-view balcony

5. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

6. Spacious apartment in beautiful, historic Arlington VT

7. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

8. Long Trail House at Stratton Mountain Resort

9. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

10. The Eagles Wing at The CHM - Private Apartment

11. Historic Home with Colonial Charm in Manchester

12. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

13. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

14. Chalet Mount Snow/Stratton Skiing/hiking

15. Modern Mount Snow Gnarvana - Steps to Carinthia

16. Charming 1BR Retreat | Ski-In Access

17. The Birchwood Cabin - Stunning Mountain Views

18. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

19. Founders Lodge condo at Stratton Mountain with gas fireplace

20. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Find vacation rentals that suit your style

Top Glastenbury Hotel Reviews

The Williams Inn

The Palmer House Resort, an Ascend Collection Hotel

The Manchester View

Hotel Vervana, Trademark Collection by Wyndham

Hideaway Inn Mt. Snow

The Porches Inn at Mass MoCA

Aspen At Manchester

The Equinox Golf Resort And Spa

Hampton Inn and Suites Manchester

Find out more about Glastenbury

Frequently asked questions