A lakeside property with a large house, a dock, and a parking area.

Glastonbury Holiday Rentals

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Our top choices for Glastonbury holiday rentals

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, (156 reviews)
"Great stay! "
United States
Tanitra
The price is NZ$345
includes taxes & fees
12 July - 13 July
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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, (49 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is NZ$491
includes taxes & fees
15 June - 16 June
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (38 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 NZ$536
includes taxes & fees
14 June - 15 June
Walk To Goodspeed Opera House!

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

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (40 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 NZ$515
includes taxes & fees
16 June - 17 June
Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
East Windsor
10.0 out of 10, Exceptional, (24 reviews)
"Perfect stay, second time, will be back, great for the show! "
United States
Kim G.
The price is NZ$297
includes taxes & fees
15 June - 16 June
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

#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 NZ$607
includes taxes & fees
16 June - 17 June
#24 *Serenity* A Lakefront Cottage Retreat

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (34 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 NZ$626
includes taxes & fees
7 July - 8 July
Treehouse - Countryside - Farm Animals - Fire Pit

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (4 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is NZ$271
includes taxes & fees
14 June - 15 June
Humble Abode #2

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 NZ$389
includes taxes & fees
25 June - 26 June
Central Chic Pad - with Free Parking, Heat & AC

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, (44 reviews)
"We had an awesome stay for Thanksgiving week!"
United States
Jamie S.
The price is NZ$610
includes taxes & fees
30 June - 1 July
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is NZ$394
includes taxes & fees
15 June - 16 June
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
The price is NZ$494
includes taxes & fees
28 June - 29 June
All New Private and Cozy in great location

The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Host had great communication. The unit was clean, cozy and comfortable. Will book again when in the area."
United States
Tod B.
The price is NZ$431
includes taxes & fees
14 June - 15 June
The Sun Filled Cozy Creamery

#26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home
Plainville
10.0 out of 10, Exceptional, (5 reviews)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is NZ$479
includes taxes & fees
14 June - 15 June
#26 Beautifully Renovated 2 BR Home

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is NZ$377
includes taxes & fees
16 June - 17 June
Crested One Place - with Free Parking, Heat & AC

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
8.0 out of 10, Very good, (1 review)
"Excellent beds and clean."
United States
DANIEL M.
The price is NZ$450
includes taxes & fees
16 June - 17 June
2BR Apartment Near Wesleyan 102

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
New Britain
7.6 out of 10, Good, (7 reviews)
" Not bad for the price "
United States
Audrey L.
The price is NZ$622
includes taxes & fees
14 June - 15 June
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is NZ$223
includes taxes & fees
7 July - 8 July
Entire guest suite in South Windsor, Connecticut

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Manchester Center
10.0 out of 10, Exceptional, (12 reviews)
"Great place"
United States
Jason
The price is NZ$389
includes taxes & fees
6 July - 7 July
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Windham
10.0 out of 10, Exceptional, (15 reviews)
"All and all a great place to stay."
United States
Anonymous traveller
The price is NZ$1,151
includes taxes & fees
15 June - 16 June
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
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

Find out more about Glastonbury

Everything you need to know about Glastonbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Glastonbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glastonbury holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Glastonbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glastonbury. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glastonbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glastonbury holiday rentals we have selected for you start as low as NZ$345 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Glastonbury rentals

At Expedia, we put the best Glastonbury holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Glastonbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glastonbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glastonbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Amazing Lakefront Property: This holiday home rental outside of Glastonbury is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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 Dinosaur State Park. 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.