Glastonbury Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Glastonbury

Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, 51 reviews
"Positive • Clean • Host available, friendly. Even gave my wife fresh-cut flowers. • Host was flexible when unanticipated additional guests showed up. (We were in town for a funeral.) • Full kitchen • Three bedrooms, two “living rooms”. • Washer/dryer (new) • Smoke and CO detectors Neutral – Not negative, just information • Old New England 2-family home (build circa 1900) and build in that style. • Floors have settled and are wavy and creaky • Adequate parking • Close to the old town center...
Fun Downtown Location 2nd flr
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
9.6 out of 10, Exceptional, 26 reviews
"Great place, very clean, and as described! Thanks for a great experience!"
The price is CA $272
CA $529 total
includes taxes & fees
Jun 16 - Jun 17
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Go Jump in the Lake!
10.0 out of 10, Exceptional, 127 reviews
"House was very clean, well equipped and had everything we needed to enjoy a relaxing getaway as a family. We enjoyed the firepit, covered porch and lakeside fun."
The price is CA $200
CA $391 total
includes taxes & fees
Jun 12 - Jun 13
Go Jump in the Lake!
Save an average of 15% on thousands of hotels when you're signed in
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, 15 reviews
"Thank you for a lovely home to stay in during our family funeral weekend!"
Mountaintop Horse Farm with Heated Pool
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, 1 review
"Beautiful new home and property! Would one back for sure!"
The price is CA $826
CA $1,174 total
includes taxes & fees
Jun 14 - Jun 15
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Amazing Lakefront Property
10.0 out of 10, Exceptional, 15 reviews
"This was my second go round staying at this property. My family and I enjoyed it the first time. More so the second time with the upgrades. Being familiar with the area was a great help. This time we went in the lake and enjoyed ourselves. We are looking forward to returning back again. Thank you Raymond for letting us stay at your property. Richard and Joanne"
Amazing Lakefront Property
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, 107 reviews
"A number of friends and I stayed here to be nearby our friends wake and memorial service. It was a really nice homely, quiet space that had plenty of room for everyone and the view over the river is gorgeous. Would love to come back sometime for more uplifting circumstances"
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.8 out of 10, Exceptional, 8 reviews
"This is an immaculate guest suite with incredible views in a gorgeous setting. The owners were extremely responsive and communicative, enhancing our stay. The bed is very comfortable and the appliances and just about everything looks brand new. The grounds, pool area and views are amazing. If you’re looking for a comfortable and peaceful stay in a relaxing setting, this is the place! Your hosts will make sure you are well taken care of."
The price is CA $303
CA $411 total
includes taxes & fees
Jul 8 - Jul 9
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
The getaway! Located in the downtown area.
10.0 out of 10, Exceptional, 7 reviews
"This home was very nicely updated with new pillows, comfy bed and well stocked kitchen. Perfect location near the hospital"
The price is CA $151
CA $374 total
includes taxes & fees
Jul 9 - Jul 10
The getaway! Located in the downtown area.
Massive 5 Bedrooms: 3King 2Queen
The price is CA $518
CA $1,159 total
includes taxes & fees
Jul 9 - Jul 10
Massive 5 Bedrooms: 3King 2Queen
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, 8 reviews
"We were there for a family event in Glastonbury for just a couple of days, and so we didn't go to the lake. However, the cottage was perfect for our needs -- quiet, allowed for contemplation, and privacy that we needed. We hope to perhaps and experience the beautiful lake."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
9.0 out of 10, Wonderful, 31 reviews
"This is a comfy, rustic cabin. It was so much better than staying in a hotel, as we cooked our meals, washed laundry, had more privacy with two bedrooms and saved a lot by chosing this. There was plenty of room for my son and his friend to visit us. "
The price is CA $202
CA $437 total
includes taxes & fees
Jun 12 - Jun 13
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
lakefront estate
3.8 out of 10, 8 reviews
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, 2 reviews
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs
9.8 out of 10, Exceptional, 14 reviews
"It a cute cottage style house that is steps away from a beach on the lake. Very close to the neighbors. If you play the record player you will cause a noise alarm to go off which I was not aware of prio to staying there."
The price is CA $311
CA $576 total
includes taxes & fees
Jun 17 - Jun 18
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs
Minimalist Downtown Homestay
The price is CA $206
CA $302 total
includes taxes & fees
Jun 12 - Jun 13
Minimalist Downtown Homestay
Treehouse | Countryside | Farm Animals | Fire Pit
9.6 out of 10, Exceptional, 17 reviews
"Me and my daughter enjoyed lot."
The price is CA $266
CA $517 total
includes taxes & fees
Jun 12 - Jun 13
Treehouse | Countryside | Farm Animals | Fire Pit
Pet-Friendly Lebanon House w/ Lake Access!
9.0 out of 10, Wonderful, 19 reviews
"Home was as advertised. Everything we needed was available. Owner was responsive. It worked very well as a short term accommodation for my family."
Pet-Friendly Lebanon House w/ Lake Access!
Historical Blvd. Cheney Bros HillTop Mansion
9.0 out of 10, Wonderful, 9 reviews
"Overall a very good experience. The neighborhood is nice, and the kitchen is well equipped. I would stay there again with my family. Some things to be aware of: The VRBO is one of two units in the building. The sofabed does not have a fold out mattress (I'd call it a sofa). It can sleep one but not two. . Onsite parking is limited to 2 cars, and it's not very clear where to park upon arrival, so I'd suggest getting clear parking instructions from the host in advance. The coded door lock...
Historical Blvd. Cheney Bros HillTop Mansion
Don't see what you're looking for?
See all available properties in Glastonbury
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.

Glastonbury Vacation Rental Travel Info

Number of vacation rentals
3
Popular accommodation
Glastonbury private vacation homes
Known landmarks
Dinosaur State Park, Lutz Children's Museum and Château le' Gari'
International airport
Hartford, CT (BDL-Bradley Intl.)

Other types of properties in Glastonbury you may be interested in

Homewood Suites by Hilton-Hartford South-Glastonbury, CT
3.0 star property
8.8 out of 10, Excellent, 851 reviews
"Staff and breakfast in cleanliness was outstanding"
The price is CA $198
CA $227 total
includes taxes & fees
Jul 1 - Jul 2
Homewood Suites by Hilton-Hartford South-Glastonbury, CT
Hilton Garden Inn Hartford South/Glastonbury
3.0 star property
8.6 out of 10, Excellent, 831 reviews
"Very clean"
The price is CA $186
CA $214 total
includes taxes & fees
Jul 4 - Jul 5
Hilton Garden Inn Hartford South/Glastonbury
DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
8.0 out of 10, Very good, 1,001 reviews
"Excellent facilities and excellent to rest"
The price is CA $186
CA $214 total
includes taxes & fees
Jul 1 - Jul 2
DoubleTree by Hilton Hartford - Bradley Airport
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Glastonbury. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!: You might want to consider this vacation home rental near Glastonbury, which has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Glastonbury?

Choose from 9 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.

Recent reviews of Glastonbury properties
Expedia verified reviews