Glastonbury Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Glastonbury holiday rentals

Property grounds

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (48 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is HK$838
HK$2,021 total
includes taxes & fees
17 May - 18 May
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Property grounds

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.4 out of 10, Exceptional, (42 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
The price is HK$838
HK$2,060 total
includes taxes & fees
19 May - 20 May
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
View from property

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (150 reviews)
"I loved the location and the view!"
United States
Gabrielly
The price is HK$1,088
HK$1,612 total
includes taxes & fees
8 Jun - 9 Jun
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Interior

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (39 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.
The price is HK$1,121
HK$2,432 total
includes taxes & fees
14 May - 15 May
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Exterior

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (33 reviews)
"The tree house matched the description perfectly! The host was very responsive, the house was clean, and the temperature was comfortable. All instructions were provided prior to our arrival and easy to understand. The manager was friendly and we loved spending time with the animals. It was a little pricey but I would stay again. Great getaway for my husband and i to connect with nature!"
United States
Pattie
The price is HK$698
HK$1,906 total
includes taxes & fees
19 May - 20 May
Treehouse - Countryside - Farm Animals - Fire Pit
2 bedrooms, desk, iron/ironing board, WiFi

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 reviews)
"Very nice country stay. "
United States
michael C.
The price is HK$528
HK$1,672 total
includes taxes & fees
17 May - 18 May
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (10 reviews)
"Place is nice would stay again "
United States
nic
The price is HK$1,140
HK$3,339 total
includes taxes & fees
14 May - 15 May
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Fridge, microwave, oven, stovetop

2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
The price is HK$1,001
HK$2,466 total
includes taxes & fees
14 May - 15 May
2BR Apartment Near Wesleyan 301
Smart TV

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is HK$711
HK$1,663 total
includes taxes & fees
8 Jun - 9 Jun
Crested One Place - with Free Parking, Heat & AC
Smart TV, computer monitors

Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is HK$675
HK$1,630 total
includes taxes & fees
21 May - 22 May
Central Chic Pad - with Free Parking, Heat & AC
Fridge, microwave, oven, stovetop

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
United States
Kim M.
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Smart TV, fireplace, books, music library

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (30 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is HK$1,096
HK$2,163 total
includes taxes & fees
27 May - 28 May
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Smart TV

#29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.4 out of 10, Exceptional, (6 reviews)
"Great place! "
United States
Gail R.
#29 - Modern 5 Bedroom/2 Bath
Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is HK$1,248
HK$2,704 total
includes taxes & fees
18 May - 19 May
#24 *Serenity* A Lakefront Cottage Retreat
Smart TV

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (22 reviews)
"Great place"
United States
John S.
The price is HK$1,174
HK$2,478 total
includes taxes & fees
19 May - 20 May
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Exterior

15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed
Manchester
9.2 out of 10, Wonderful, (7 reviews)
"Great location, spacious, comfortable and clean. The host was very responsive and easy to work with, Definitely deserves 5 stars for quality and price."
Singapore
Angelo N.
The price is HK$1,361
HK$2,716 total
includes taxes & fees
18 May - 19 May
15mins to Hartford, Home in Manchester w/ King Bed
Exterior

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (36 reviews)
"Place was clean, beds were comfortable. We were only there one night but was well worth it."
United States
Annette L.
The price is HK$1,112
HK$1,916 total
includes taxes & fees
20 May - 21 May
Walk To Goodspeed Opera House!
Smart TV

Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is HK$882
HK$1,923 total
includes taxes & fees
20 May - 21 May
Premier League Pad - with Free Parking, Heat & AC
Dining

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
The price is HK$1,049
HK$2,324 total
includes taxes & fees
18 May - 19 May
2BR Apartment Near Wesleyan 102
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

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"Excellent hotel. Good value. Excellent location with nice woods in the back with a patio with picnic tables plus they had a grill. The hotel is a little outdated and could use an upgrade, but the room was very comfortable and clean. The breakfast was good and the coffee was great. Met some great people there. Will be staying there again in a few weeks."
Paul 2-night trip
Posted 10 hours ago
Holiday Inn Express Southington by IHG

Find out more about Glastonbury

Search for holiday rentals in Glastonbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Glastonbury using one of the methods below:

  • View our selection of featured holiday rentals in Glastonbury
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  • Enter your travel dates to view the best deals on holiday rentals in Glastonbury while they last

Look no further and take a look at our great range of rental properties in Glastonbury!

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 3 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.