Holiday Rentals in Glastonbury

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Holiday Rentals in Glastonbury

Island Vibes Home

10.0 out of 10, Exceptional, (12)
"The home was clean and well cared for, and had everything we needed. The location was perfect for every where we wanted to go. We had shopping near by to keep us in groceries, and we had easy access to roads to get us to/from area sites and attractions. The one snow day we had, someone came and cleared the walkways and driveway so we didn't have to, that was a nice surprise, and they even rolled the garbage can out and back on pick up day. "
Island Vibes Home

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to casinos

10.0 out of 10, Exceptional, (33)
"We stayed for our annual Columbus Day weekend away with a group of 9 friends. The house was very comfortable and we had plenty of space. We really enjoyed the game room in the evenings - all the games were in excellent condition and everything was in working order (which has not usually been the case at other vacation rentals we have been to). We were lucky enough to have beatiful fall weather all weekend, so we could enjoy the lovely back yard. We made use of the gas grill, watch a playoff game...
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to casinos

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (8)
"Very enjoyable weekend. Summer coming to an end so crisp mornings and pool water a little cold. Farm animals fun for children’s entertainment. Host was a great historian for the area."
Charming Farmhouse w/ Pool & Fishing Pond!

Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

9.0 out of 10, Wonderful, (37)
"The cabin is super cozy and we felt right at home. This is just what we needed for some r&r that wasn’t too far from where we live. The cabin is located on a secluded street and the neighbors were super friendly. The lake was less than 5 minutes away by walking. The view was beautiful and we enjoyed sitting on the docks. Would definitely recommend staying here."
The price is €277
includes taxes & fees
8 Jan - 9 Jan
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

Lakefront | King | W&D | Fire Pit | Kayaks | SUPs

9.8 out of 10, Exceptional, (21)
"Great place for family camping in summer with a beautiful lake nearby. The winter experience is quite different but still provides a special experience due to the old and nostalgic settings. Nostalgic old setting. but"
The price is €289
includes taxes & fees
10 Jan - 11 Jan
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"We like this place a lot. House was clean and Todd was very responsive to my questions. There are two bedrooms with one on the second floor. One thing we didn’t realize was, to get to the second floor there is a spiral staircase. "
Go Jump in the Lake!

Fun Downtown Location 2nd flr

9.8 out of 10, Exceptional, (68)
"This place is amazing. It has just such a homey feel to it. My 2 year son and I stayed here and he absolutely loved it and to me it just felt like a nice comfort, home environment and when you’re traveling that’s all you really want is a place that makes you feel at home and that’s what you get when you stay here. "
Fun Downtown Location 2nd flr

Cozy newly remodeled home close to major amenities in Connecticut a

8.4 out of 10, Very good, (17)
"I love staying here. Each visit I bring something new from Louisiana and leave it for the next guest. The cooking supplies are admirable for a home, and especially so for a home away-from-home. We couldn't find a better place to stay. The beds are super comfy, though the furniture requires extra padding. Fortunately there are lots of blankets to use as cishioning."
Cozy newly remodeled home close to major amenities in Connecticut a

Exquisite Downtown Loft Apartment

8.4 out of 10, Very good, (7)
"Perfect for me. You get to see the neighborhood and other communities nearby. Dalos the manager was always available."
Exquisite Downtown Loft Apartment

The getaway! Located in the downtown area.

9.2 out of 10, Wonderful, (10)
"Very good and enjoyable"
The getaway! Located in the downtown area.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

10.0 out of 10, Exceptional, (9)
"This home is just stunning! I used it for a brand photo shoot and I will be back. "
The price is €842
includes taxes & fees
8 Jan - 9 Jan
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Stylish, Relaxing & Comfy 3 BDR Home. 2 minutes to Lake Compounce

9.8 out of 10, Exceptional, (7)
"A family member and I were "
Stylish, Relaxing & Comfy 3 BDR Home. 2 minutes to Lake Compounce

Updated Lakefront House *outdoor tv and water toys- 10 min from UConn

10.0 out of 10, Exceptional, (35)
"The perfect get away spot to stay for our wedding weekend! Jena was great and so responsive and helpful!! 💕"
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn

River Overlook - Check the view from your deck!

10.0 out of 10, Exceptional, (15)
"This was a great, cozy place for my wife and I to stay in Collinsville. The rooms were tastefully decorated, in great shape, updated, clean, and peppered with cute artwork based on the "when pigs can fly" theme that always brought a smile to my face when I found another one. The queen bed was very comfortable; the kitchen had all of the appliances, dishes, and cookware we needed; the HVAC system was easy to use and kept the rooms at whatever temperature we wanted; and there was a nice deck with...
The price is €284
includes taxes & fees
5 Feb - 6 Feb
River Overlook - Check the view from your deck!

Charming 3BR Hilltop House, Newly Remodeled with Arcade

10.0 out of 10, Exceptional, (18)
"So glad we found this property to accommodate our family of six for the weekend. It was cozy, updated and immaculately clean. The owners seem to have thought of everything and clearly care about providing an exceptional experience. Highly recommend!"
Charming 3BR Hilltop House, Newly Remodeled with Arcade

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Treehouse | Countryside | Farm Animals | Fire Pit

9.6 out of 10, Exceptional, (22)
"Stayed here once before and loved it. We came back for an overnight get away and again the treehouse was awesome. Very cozy and a unique getaway. Very clean and had anything we needed right there. Set on a nice farm and close to some really good food. Great place to come and enjoy an awesome cabin up in the trees. Was a comfy and fun stay. Would highly recommend. Host was very helpful and quick to respond if needed. "
The price is €296
includes taxes & fees
8 Jan - 9 Jan
Treehouse | Countryside | Farm Animals | Fire Pit

Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access

9.0 out of 10, Wonderful, (21)
"This was an adult weekend away with our dog, outdoor weekend planned with several hikes. We wanted a change of scenery and a break from the norm. Very nice home, lots of space. Great kitchen. The 2 Alexas talking were a lot for me (one wasn’t working and she was very vocal about that). I’m old school when it’s comes to turning on lights. Welcome book is great. The location is on and near a very busy street, which was only a concern because of the dog. The yard. We are fanatics with...
Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access

cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

The price is €115
includes taxes & fees
9 Jan - 10 Jan
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
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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Other types of properties in Glastonbury you may be interested in

Hilton Garden Inn Hartford South/Glastonbury

3.0 star property
8.6 out of 10, Excellent, (898)
"Great location and was super clean and updated! Breakfast had a lot of options and the amenities were great. There was a little delay in what was hooked on Expedia vs the hotel but was cleared up quickly! "
The price is €141
includes taxes & fees
2 Feb - 3 Feb
Hilton Garden Inn Hartford South/Glastonbury

Homewood Suites by Hilton-Hartford South-Glastonbury, CT

3.0 star property
8.8 out of 10, Excellent, (923)
"Cleanliness in room "
The price is €160
includes taxes & fees
12 Jan - 13 Jan
Homewood Suites by Hilton-Hartford South-Glastonbury, CT

The Capitol Hotel, Ascend Hotel Collection

3.0 star property
7.4 out of 10, Good, (982)
"Very good breakfast spread. Room could have used an easy chair in the corner, next to bed. Otherwise fine"
The price is €98
includes taxes & fees
26 Jan - 27 Jan
The Capitol Hotel, Ascend Hotel Collection
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.

Frequently asked questions

Can I find holiday rentals in Glastonbury?

Yes, there are holiday rentals close to the most popular sights in Glastonbury, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Glastonbury has to offer?

Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River: This holiday home rental outside of Glastonbury is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Glastonbury?

Choose from 10 Expedia holiday rentals in Glastonbury for a memorable holiday.

What can I see and do in Glastonbury?

Explore the area and cultural attractions such as Cheney Homestead Museum, or visit one of the family-friendly sights such as Lutz Children's Museum. Other places in town to visit include Glastonbury Historic District and Connecticut River.

What are holiday rentals like in Glastonbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Glastonbury. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for families.