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

Holiday Homes in Glastonbury

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Glastonbury holiday homes

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

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
Smart TV

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
Terrace/patio

1 Min to I-91 - Newly Renovated Modern 2 BR Home

1 Min to I-91 - Newly Renovated Modern 2 BR Home
Berlin
The price is NZ$535
includes taxes & fees
16 June - 17 June
1 Min to I-91 - Newly Renovated Modern 2 BR Home
Interior

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
Smart TV, fireplace

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (14 reviews)
"We loved the home. "
United States
Karen D.
The price is NZ$504
includes taxes & fees
15 June - 16 June
The Serene Skyway Retreat
Fridge, microwave, oven, stovetop

#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
Fridge, microwave, oven, stovetop

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
The price is NZ$882
includes taxes & fees
15 June - 16 June
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Interior

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is NZ$505
includes taxes & fees
16 June - 17 June
Modern & Cozy Cape | 4 Bedroom House | Central Location
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)
"Was a great stay"
United States
John S.
The price is NZ$695
includes taxes & fees
24 June - 25 June
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
9.8 out of 10, Exceptional, (7 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is NZ$688
includes taxes & fees
16 June - 17 June
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Fridge, microwave, stovetop, dishwasher

Newly Renovated 4 Bedroom House

Newly Renovated 4 Bedroom House
Enfield
10.0 out of 10, Exceptional, (5 reviews)
"Had a great experience. The house feels like a home, and we enjoyed our stay. Thanks very much. "
United States
Seth G.
The price is NZ$781
includes taxes & fees
15 June - 16 June
Newly Renovated 4 Bedroom House
Dining

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
Vernon
The price is NZ$458
includes taxes & fees
14 June - 15 June
Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
Hair dryer

Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
Willow Haven 2BR Cozy Retreat, Close to Hartford
Property grounds

Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.0 out of 10, (3 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is NZ$467
includes taxes & fees
14 June - 15 June
Sun Filled Lake House Living
Outdoor dining

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (65 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is NZ$826
includes taxes & fees
15 June - 16 June
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
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 NZ$922
includes taxes & fees
14 June - 15 June
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Fridge, microwave, oven, stovetop

#27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
The price is NZ$764
includes taxes & fees
15 June - 16 June
#27- Luxury Collection
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.
The price is NZ$797
includes taxes & fees
24 June - 25 June
#29 - Modern 5 Bedroom/2 Bath
Exterior

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (28 reviews)
"House is immaculate and the hosts were great! Made is feel very welcome. Would definitely stay again!"
United States
Diana C.
The price is NZ$562
includes taxes & fees
6 July - 7 July
Family Stays: Middletown, CT
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

The Capitol Hotel

The Capitol Hotel

2/10 Terrible
"I checked into the hotel and unfortunately fell in the room, had a knot on the back of my head and broke 2 toes. My cousin contacted the Front Desk and an ambulance came and took me to the hospital. I never had a chance to unpack and stayed in the hospital for 6 days. When I contacted the hotel on day two to see if I cancel the reservation I was told that since I checked in that my request was denied. I understand that the hotel has procedures but I never had a chance to enjoy it. The Clerk showed no empathy and never escalated my request based on my circumstance. I was just very disapointed."
Kenneth 2-night trip
Posted 8 hours ago
The Capitol Hotel

Find out more about Glastonbury

Glastonbury Holiday Homes information

Number of reviews
262
Accommodation
207 Holiday Homes
Lowest Price
NZ$223
Highest Price
NZ$1,151