Glastonbury Holiday Rentals

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Holiday Rentals in Glastonbury

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (3)
"Loved how tranquil this site is. Was great to disconnect in nature. "
The price is AU$182
includes taxes & fees
28 Jan - 29 Jan
Postcard Cabins Machimoodus

Lakefront Cottage w/ Covered Porch & Dock!

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

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"Absolutely beautiful house! Super clean! Superb setting! Very comfortable! Amazing view! Many amenities! Host very responsive and kind! The property manager quickly responded to our needs. My family and friends loved the spectacular experience and would definitely comeback! "
Amazing Lakefront Property

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.2 out of 10, Wonderful, (12)
"Our visit at this VRBO was almost excellent… the only issue we had was with theTVs. We could not get the TVs in the bedroom to work. Cleanliness was exceptional! Availability of food/meal supplies was great. It was nice that there was ice already made for us. The towel and wash cloths were fluffy and absorbent. The queen bed and pillows were very comfortable. We cannot say there was anything that did not meet expectations! Anyone would be comfortable there. We would book again. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

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

10.0 out of 10, Exceptional, (9)
"My friends and I have stayed twice now at this house and have had the best time both times! It has everything we could need in the house and we can’t wait to be back again!"
The price is AU$1,354
includes taxes & fees
28 Jan - 29 Jan
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Charming Cottage by the Lake♥️

9.6 out of 10, Exceptional, (8)
"Very cozy little home. "
Charming Cottage by the Lake♥️

Island Vibes Home

9.8 out of 10, Exceptional, (13)
"House was just as described. Clean and well stocked. Communication and instructions were clear. Great location. "
Island Vibes Home

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!

Totally Private Cozy studio in awesome Hartford with WiFi, AC

The price is AU$314
includes taxes & fees
28 Jan - 29 Jan
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Blue Back Bungalow

2.0 star property
9.8 out of 10, Exceptional, (9)
"Thank you so much for the amazing stay!!!! The place is beautiful, very clean and cosy! True Jem of West Hartford! We were here for my nieces wedding and felt very comfortable! Thank you for the wonderful TV set, amazing furniture, blow dryer and decorations! Everything in the house set up well and with love."
The price is AU$623
includes taxes & fees
4 Feb - 5 Feb
Blue Back Bungalow

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

10.0 out of 10, Exceptional, (33)
"Spacious, full stocked, amenity filled home with enough room for family members to gather and/or spread out.The game room is perfect for all ages with a variety of choices for your competitive play. Grocery/liquor store and Gillette Castle State Park are minutes away.Beautiful area. "
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to casinos

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 AU$462
includes taxes & fees
28 Jan - 29 Jan
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (48)
"After staying in several rental lake houses, we finally got to stay in a real one with the full experience. It's a lovely home in and out and we enjoyed every bit of it."
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!

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 AU$497
includes taxes & fees
11 Feb - 12 Feb
Treehouse | Countryside | Farm Animals | Fire Pit

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 AU$464
includes taxes & fees
28 Jan - 29 Jan
River Overlook - Check the view from your deck!

A “Wow” Experience everywhere there is something to stimulate your mind Interest

9.4 out of 10, Exceptional, (3)
"Tasteful decor. Very clean. Not too far from the city. Quiet, safe neighborhood. Host was very friendly and super responsive! Would definitely recommend!"
A “Wow” Experience everywhere there is something to stimulate your mind Interest

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

9.6 out of 10, Exceptional, (7)
"This property was exactly what we needed. Perfect location beautiful house very clean and very comfortable. We will definitely return "
The price is AU$525
includes taxes & fees
3 Feb - 4 Feb
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Historical Blvd. Cheney Bros HillTop Mansion

9.0 out of 10, Wonderful, (12)
"My parents really loved their stay."
The price is AU$395
includes taxes & fees
25 Feb - 26 Feb
Historical Blvd. Cheney Bros HillTop Mansion
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, (903)
"Overall we had a good stay"
The price is AU$231
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, (933)
"Reasonably priced, great location. No problems."
The price is AU$246
includes taxes & fees
23 Feb - 24 Feb
Homewood Suites by Hilton-Hartford South-Glastonbury, CT

Holiday Inn Express Southington, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (1003)
"Its great"
The price is AU$200
includes taxes & fees
31 Jan - 1 Feb
Holiday Inn Express Southington, an IHG Hotel
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?

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!: This holiday home rental outside of Glastonbury has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.