Glastonbury Holiday Rentals

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Holiday Rentals in Glastonbury

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (6)
"I loved this escape from reality. This was a very quiet romantic getaway for Valentine’s Day. The place was very clean and had everything we needed from a fully equipped small kitchen to everything outdoors we would need for a campfire and making s’mores. I loved this place and can’t wait to come back for another romantic getaway."
The price is AU$250
includes taxes & fees
18 Mar - 19 Mar
Postcard Cabins Machimoodus

Luxe Lake House in Connecticut

10.0 out of 10, Exceptional, (2)
"The house easily accommodated my friends and family for a weekend of relaxation. The place is very spacious with all modern amenities. We especially loved waking up to the gorgeous view of the lake in the back. The views were breathtaking. Would definitely consider going back. "
The price is AU$1,472
includes taxes & fees
18 Mar - 19 Mar
Luxe Lake House in Connecticut

Treehouse - Countryside - Farm Animals - Fire Pit

9.6 out of 10, Exceptional, (23)
"I stayed for a night with my wife to celebrate her birthday, and this beautiful property and space did not disappoint. We were greeted upon parking by two majestic dogs, followed by a gorgeous snowy walk down to the treehouse where we saw the lovely features of the property; a barn shop, an arch and seating for a wedding, a quaint dance hall and a fire pit. The treehouse brought such a sense of childhood wonder to the stay, and it was such a treat to be able to play many classic board games on...
The price is AU$425
includes taxes & fees
5 Mar - 6 Mar
Treehouse - Countryside - Farm Animals - Fire Pit

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

Lux Boutique Large Private LOFT Pratt St Hartford

9.2 out of 10, Wonderful, (11)
"We came for the night and the location was perfect. In walking distance to bars and restaurants. Clean, easy, no complaints. If there is a game/event at the XL Center then you should know that on-street parking may be difficult. This isn't a problem, just something to be aware of."
The price is AU$313
includes taxes & fees
5 Mar - 6 Mar
Lux Boutique Large Private LOFT Pratt St Hartford

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (9)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station

The Silhouette! Chic 1-bedroom with WiFi and AC in serene Hartford

The Silhouette! Chic 1-bedroom with WiFi and AC in serene Hartford

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (6)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

9.8 out of 10, Exceptional, (115)
"Beautiful house, sitting high and overlooking the Connecticut River. Can't imagine a more beautiful setting. Very large kitchen, great for cooking in with friends. Even has an adjacent helicopter pad (although it's $4k to go from Hartford airport to the house, 1-way!). Had a great time."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

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

9.4 out of 10, Exceptional, (13)
"I had such a good time here that I actually added three more weeks so this is the first of three reviews as I booked them separately. The host was really nice working with me and the associate that supports any household requests as well. Everything works perfectly, but the host associate was nice to come and anticipate the batteries on the smart lock would be running low and came and changed them along with leaving me extra snow melt, and a shovel after clearing the walkways. The house is well...
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

The Skyway

10.0 out of 10, Exceptional, (1)
The price is AU$503
includes taxes & fees
18 Mar - 19 Mar
The Skyway

NEW-Another Fun Downtown Location 1st floor

2.0 star property
10.0 out of 10, Exceptional, (10)
"Can’t beat proximity to downtown and other CT locations.Unfortunately we were hit with icy conditions so we could not enjoy all it has to offer. Owner checked in on us and kept driveway safe and clear. We really appreciated his hospitality.The rental was well equipped with everything you need. I LOVED the sunny kitchen to enjoy my morning coffee.We’ll definitely come back when it is warmer!"
NEW-Another Fun Downtown Location 1st floor

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (52)
"Accommodations and amenities were beyond our expectations. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (2)
"We came to stay at Gilbert’s for a quick ski weekend at Powder Ridge. Gilbert was incredibly gracious and accommodating. He was very easy to communicate with, and really went out of his way to make us feel at home. The location is a little loud at night/early morning, as it is very close to a main road. But the property itself was exactly as described. Clean, comfortable, and very welcoming. "
The price is AU$298
includes taxes & fees
26 Mar - 27 Mar
Family Stays: Middletown, CT

WeHa Oak Haven

10.0 out of 10, Exceptional, (3)
"The property is a townhome that is very easy to find and very accessible to the main highway to get anywhere you need easily. It is also located near a couple very good restaurants within walking distance that I would highly suggest, Iron Works and Effies Diner. It was perfect for the two of us for the week. Thank you!"
WeHa Oak Haven

Cozy BoHo pet & family friendly near downtown & hospitals

8.4 out of 10, Very good, (7)
"We stayed 4 nights for our family trip. The home was sparkling clean and we found all we need. I love boho styled rooms. No issues with neighbors. All kind of TV subscription available. Overall very positive experience. Thank you!"
The price is AU$453
includes taxes & fees
5 Mar - 6 Mar
Cozy BoHo pet & family friendly near downtown & hospitals

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

9.0 out of 10, Wonderful, (39)
"This property was perfect for our overnight stay. The amenities are just right for a small group. Communication between the management group was easy and quick. "
The price is AU$458
includes taxes & fees
6 Mar - 7 Mar
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Charming Cottage by the Lake❤️

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

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

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

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 beaches and casino
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, (911)
"Great quick stay for a tournament in nearby Hartford "
The price is AU$219
includes taxes & fees
21 Mar - 22 Mar
Hilton Garden Inn Hartford South/Glastonbury

Homewood Suites by Hilton-Hartford South-Glastonbury, CT

3.0 star property
8.8 out of 10, Excellent, (943)
"The staff was very helpful and polite very very clean facility Breakfast choices were awesome "
The price is AU$257
includes taxes & fees
16 Mar - 17 Mar
Homewood Suites by Hilton-Hartford South-Glastonbury, CT

Fairfield Inn & Suites Hartford Airport

2.5 star property
8.4 out of 10, Very good, (712)
"Decent place"
The price is AU$155
includes taxes & fees
16 Mar - 17 Mar
Fairfield Inn & Suites Hartford 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.

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?

The Skyway: This holiday home rental outside of Glastonbury has air conditioning and laundry facilities 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 Cabela's. 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.