Book Holiday Homes in Glastonbury

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Glastonbury

Charming 2-bedroom townhome

Charming 2-bedroom townhome

2 out of 5
Berlin
The price is AU$341 per night from 27 Nov to 28 Nov
AU$341
includes taxes & fees
27 Nov - 28 Nov
With a stay at this vacation home in Berlin, you'll be within a 10-minute drive of Checkered Flag Raceway and Lincoln Technical Institute.
Charming 2-bedroom townhome
15mins to Hartford, Home in Manchester w/ King Bed

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

2 out of 5
Manchester
The price is AU$575 per night from 3 Dec to 4 Dec
AU$575
includes taxes & fees
3 Dec - 4 Dec
With a stay at this vacation home in Manchester, you'll be within a 15-minute drive of XL Center and Rockville General Hospital.
15mins to Hartford, Home in Manchester w/ King Bed
Amazing Lakefront Property

Amazing Lakefront Property

Middlefield
Located in Middlefield, this vacation home is on the waterfront, within a 5-minute drive of Lyman Orchards and Lake Beseck Beach.
Amazing Lakefront Property
Save an average of 15% on thousands of hotels when you're signed in
Summer at the Haddam House

Summer at the Haddam House

Haddam
When you a stay at this vacation home in Haddam, you'll be on the waterfront, just steps from Eagle Landing State Park and Connecticut Valley Railroad State ...
Summer at the Haddam House
Charming 3BR Hilltop House, Newly Remodeled with Arcade

Charming 3BR Hilltop House, Newly Remodeled with Arcade

Plymouth
Located in Terryville, this vacation home is a 5-minute drive from Witch's Dungeon Classic Movie Museum and 5 minutes from Muzzy Field.
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Pet-Friendly Farmhouse: Cozy with Large Yard

Pet-Friendly Farmhouse: Cozy with Large Yard

Granby
With a stay at this vacation home in Granby, you'll be within a 5-minute drive of McLean Game Refuge and Enders State Forest.
Pet-Friendly Farmhouse: Cozy with Large Yard
NEW-Another Fun Downtown Location 1st floor

NEW-Another Fun Downtown Location 1st floor

2 out of 5
Southington
A stay at this vacation home places you in the heart of Southington, within a 10-minute walk of Barnes Museum and Southington Public Library.
NEW-Another Fun Downtown Location 1st floor
Beautiful Home - 3 King & 2 Queen - Rare Find

Beautiful Home - 3 King & 2 Queen - Rare Find

2 out of 5
Bloomfield
The price is AU$1,068 per night from 9 Dec to 10 Dec
AU$1,068
includes taxes & fees
9 Dec - 10 Dec
With a stay at this vacation home in Bloomfield, you'll be within a 15-minute drive of XL Center and Bloomfield Crossing.
Beautiful Home - 3 King & 2 Queen - Rare Find
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

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

Windsor
With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of XL Center and Farmington River.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Don't see what you're looking for?
See all available properties in Glastonbury
View all properties
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.

Glastonbury Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Glastonbury vacation homes are the perfect way for you to wing it.

Holiday houses in Glastonbury let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Glastonbury in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Glastonbury adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Glastonbury with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Glastonbury vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Glastonbury Holiday Homes essential information

Accommodation
148 Holiday Homes
Lowest Price
AU$133
Highest Price
AU$1,068
Popular accommodation
Charming 2-bedroom townhome , 15mins to Hartford, Home in Manchester w/ King Bed, Amazing Lakefront Property, Summer at the Haddam House, Charming 3BR Hilltop House, Newly Remodeled with Arcade, Pet-Friendly Farmhouse: Cozy with Large Yard , NEW-Another Fun Downtown Location 1st floor, Beautiful Home - 3 King & 2 Queen - Rare Find, NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Top trending hotels in Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
85 Glastonbury Blvd, Glastonbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 1 Dec to 2 Dec
AU$219
includes taxes & fees
1 Dec - 2 Dec
Located in Glastonbury, Hilton Garden Inn Hartford South/Glastonbury is in the suburbs, within a 10-minute drive of Pratt and Whitney Headquarters and Connecticut ...
Hilton Garden Inn Hartford South/Glastonbury
Homewood Suites by Hilton-Hartford South-Glastonbury, CT

Homewood Suites by Hilton-Hartford South-Glastonbury, CT

3 out of 5
65 Glastonbury Blvd, Glastonbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 20 Dec to 21 Dec
AU$224
includes taxes & fees
20 Dec - 21 Dec
Located in Glastonbury, Homewood Suites by Hilton-Hartford South-Glastonbury, CT is within a 10-minute drive of Connecticut Convention Center and Bushnell ...
Homewood Suites by Hilton-Hartford South-Glastonbury, CT
The Capitol Hotel, Ascend Hotel Collection

The Capitol Hotel, Ascend Hotel Collection

3 out of 5
440 Asylum St, Hartford, CT
Fully refundable
The price is AU$133 per night from 22 Dec to 23 Dec
AU$133
includes taxes & fees
22 Dec - 23 Dec
The Capitol Hotel, Ascend Hotel Collection is in the heart of Hartford, within a 5-minute walk of Bushnell Park and XL Center.
The Capitol Hotel, Ascend Hotel Collection
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is AU$204 per night from 1 Dec to 2 Dec
AU$204
includes taxes & fees
1 Dec - 2 Dec
When you stay at Holiday Inn Express Southington, an IHG Hotel in Southington, you'll be in the business district, within a 5-minute drive of Crystal Bees and ...
Holiday Inn Express Southington, an IHG Hotel
Don't see what you're looking for?
See all available properties in Glastonbury
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.