Glastonbury Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Glastonbury vacation rentals

View from property

Cabin in East Haddam

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (105 reviews)
"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "
United States
Aliah
$149 nightly
The price is $171
Jan 26 - Jan 27
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Interior

Vacation Home in Salem

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
10.0 out of 10, Exceptional, (6 reviews)
"Place is nice would stay again "
United States
nic
$340 nightly
The price is $382
Jan 26 - Jan 27
Total with taxes and fees
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Beach nearby

Cabin in Coventry Lake

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
9.4 out of 10, Exceptional, (39 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
$226 nightly
The price is $256
Jan 26 - Jan 27
Total with taxes and fees
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior

Vacation Home in Coventry Lake

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
9.8 out of 10, Exceptional, (36 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
$215 nightly
The price is $244
Jan 26 - Jan 27
Total with taxes and fees
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Terrace/patio

Apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin
10.0 out of 10, Exceptional, (1 review)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
$282 nightly
The price is $318
Jan 26 - Jan 27
Total with taxes and fees
Soothing 2-bedroom lower-level apartment in Berlin
Property grounds

Vacation Home in Colchester

Charming Lakeview, 3 Bedroom home in Colchester
10.0 out of 10, Exceptional, (1 review)
"Property was perfect for our Christmas break - very clean and tidy, had everything needed. Beds are comfortable and rooms feel spacious. Check-in was a breeze. Water pressure is a little low in the shower but the owners are aware of the issue. You can't go wrong with staying here!"
United States
Meagan P.
$331 nightly
The price is $374
Feb 13 - Feb 14
Total with taxes and fees
Charming Lakeview, 3 Bedroom home in Colchester
Property grounds

Apartment in Manchester Center

Humble Abode #2
10.0 out of 10, Exceptional, (1 review)
"the place was clean bed was nice"
United States
Jonathan
$140 nightly
The price is $158
Jan 25 - Jan 26
Total with taxes and fees
Humble Abode #2
Interior

Vacation Home in Windham

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
9.8 out of 10, Exceptional, (8 reviews)
"Nice home, good communication, town is very lovely"
United States
Arassely C.
$446 nightly
The price is $506
Jan 25 - Jan 26
Total with taxes and fees
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Interior

Apartment in Manchester Center

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
10.0 out of 10, Exceptional, (6 reviews)
"Cute, comfortable, quiet accommodation. It was perfect for our visit to Hartford. "
United States
Diana V.
$163 nightly
The price is $184
Jan 25 - Jan 26
Total with taxes and fees
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Exterior

Cabin in Willington

Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (29 reviews)
"The treehouse was great! It is as pictured, clean, small. The fireplace was connected to the thermostat which I thought was really cool. We got to see the animals on property which was an extra treat. There was a lot of extra spices, oils, water, coffee that we could use. Waking up with the windows all around and then going out on the balcony was so peaceful and nice. The only thing is the compost toilet smelled. We were there for one night and by the next day it smelled even putting the lid...
United States
Alyssa M.
$208 nightly
The price is $236
Jan 27 - Jan 28
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Fridge, microwave, oven, stovetop

Vacation Home in Plainville

#26 Beautifully Renovated 2 BR Home
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
$235 nightly
The price is $254
Jan 25 - Jan 26
Total with taxes and fees
#26 Beautifully Renovated 2 BR Home
Property grounds

Vacation Home in Middletown

#24 *Serenity* A Lakefront Cottage Retreat
9.8 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
United States
Nichole N.
$316 nightly
The price is $339
Feb 18 - Feb 19
Total with taxes and fees
#24 *Serenity* A Lakefront Cottage Retreat
Fridge, microwave, stovetop, coffee/tea maker

Apartment in East Windsor

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
9.8 out of 10, Exceptional, (20 reviews)
"Clean place, simple check in, over great!"
United States
Allison S.
$153 nightly
The price is $173
Jan 25 - Jan 26
Total with taxes and fees
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Smart TV, fireplace

Vacation Home in Windsor Locks

The Serene Skyway Retreat
9.0 out of 10, Wonderful, (12 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
$256 nightly
The price is $272
Feb 2 - Feb 3
Total with taxes and fees
The Serene Skyway Retreat
Exterior

Vacation Home in Middletown

Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (20 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
$198 nightly
The price is $224
Feb 2 - Feb 3
Total with taxes and fees
Family Stays: Middletown, CT
Property grounds

Apartment in Chester Center

The little Chestnut. A charming historic apartment in Downtown Chester
10.0 out of 10, Exceptional, (6 reviews)
"A lovely little place! Everything we needed, in a great location."
United States
Michael S.
$319 nightly
The price is $361
Jan 28 - Jan 29
Total with taxes and fees
The little Chestnut. A charming historic apartment in Downtown Chester
2 bedrooms, WiFi, bed sheets

Vacation Home in Berlin

Private Apartment in Berlin
9.2 out of 10, Wonderful, (5 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
$244 nightly
The price is $276
Jan 26 - Jan 27
Total with taxes and fees
Private Apartment in Berlin
Interior

Vacation Home in Manchester Center

Modern & Cozy Cape | 4 Bedroom House | Central Location
10.0 out of 10, Exceptional, (5 reviews)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
$249 nightly
The price is $282
Jan 25 - Jan 26
Total with taxes and fees
Modern & Cozy Cape | 4 Bedroom House | Central Location
Fridge, microwave, oven, stovetop

Vacation Home in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
10.0 out of 10, Exceptional, (1 review)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
$436 nightly
The price is $494
Jan 25 - Jan 26
Total with taxes and fees
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Interior

Vacation Home in Middletown

Cozy Guest Suite in Historic Home
10.0 out of 10, Exceptional, (1 review)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
$191 nightly
The price is $216
Jan 25 - Jan 26
Total with taxes and fees
Cozy Guest Suite in Historic Home
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 Glastonbury Hotel Reviews

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent
"I recommend this hotel. Easy to check in and the staff was present and helpful."
Knute 1-night trip
Posted 11 hours ago
Hampton Inn & Suites Hartford/East Hartford

Find out more about Glastonbury

Everything you need to know about Glastonbury 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 Glastonbury 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 Glastonbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glastonbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glastonbury. 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 Glastonbury 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 $152 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 Glastonbury rentals

At Expedia, we put the best Glastonbury 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 Glastonbury 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 Glastonbury 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 Glastonbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Glastonbury?

Yes, there are vacation rentals near the most popular attractions in Glastonbury, or you can go with a more remote option if you're looking for relaxation. The shops and restaurants are several reasons why visitors like Glastonbury. Make sure you have time to check out the breweries and festivals during your trip.

What's the top vacation rental that Glastonbury has to offer?

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage: Visitors like this Glastonbury vacation home rental. It offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Glastonbury?

Choose from 3 Expedia vacation rentals in Glastonbury for a memorable vacation.

What can I see and do in Glastonbury?

Explore the area and cultural attractions such as Cheney Homestead Museum, or visit a family-friendly sight such as Cabela's. Other places in town to visit include Glastonbury Historic District and Connecticut River.

What are vacation rentals like in Glastonbury?

Vacation rentals are private accommodations you can stay in for a couple days or more in Glastonbury. Vacation rentals feature extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.