
House holiday rentals in Glastonbury
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Top-rated house rentals in Glastonbury
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Popular amenities for house rentals in Glastonbury
House rentals with a pool

Homestead Near Mystic, Casinos & Beaches
We were so much more than pleased with everything about this warm, welcoming and beautiful home. It was perfect for our friends gathering. Keith was very accommodating and very responsive. The area is close to so many different attractions. I would highly recommend staying here

Pool House
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.

Cedar Ridge: House or House+Apartment
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!

Garden Level Suite with Beautiful Pool
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Hilltop House w/POOL/SPA- HOST & Co.
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.

Perfect New England Getaway has a pool/ hot tub
This was my second time staying at Tracy and Patrick’s home. My group was very pleased and it exceeded their expectations. Can’t wait to go back.

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos
Great place to stay! Felt like I was right at home, Andrew is great and very responsive, would highly recommend to anyone staying in the area

Stunning Views, Bucolic Bliss in 1790s Farmhouse
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!
Weekly house rentals

Family-Friendly Cottage by The Shore
I had a nice, overnight stay at Marie's place. All was as described and the instructions for everything were spot on. Comfortable & convenient stay, would visit again!

Cute and Close to Beaches and Town
It's our second time staying at Joe's. We only stayed one night as we were heading out to Block Island, but it's a lovely house with a cute downtown and lots of great restaurants and local businesses. We love Westerly!

5•Star CapeCodStyle Gem with a Bedroom on the Main
We had a great stay at Chana’s place. She was very easy to communicate with and the house was comfortable and very clean. We’d love to stay again next time we’re in CT!

Beachfront Paradise
Patti was great to communicate with and the place is wonderful. The beach is right outside the front door and it's such a serene atmosphere. Mattresses are extremely hard so it would nice to have newer and softer beds, but aside from that - great stay!

Historic Beachside Glamour
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA
This was our second time to stay. It had a gorgeous view surrounded by beautiful trees. It was so peaceful and relaxing with everything we needed. James is so easy to work with and very responsive. Highly recommended!

Explore Holyoke from this charming 3 Bedroom house
This was a perfect place for us to stay at, the place feels like home. My daughter had so much fun jumping in the backyard and playing around. We had a convening really closed by, and the host was super nice with letting us do our debrief meeting at the house. We super appreciated being able to charge our car over night as well. Great folks!> Thank you.

Clean private home near Lake Pocotopaug!
I highly recommend this property. It was perfect for our Christmas visit with family. The furniture and beds were very comfortable. We truly enjoyed our stay in East Hampton. We will be back!
Private house rentals

Stunning Artisan Waterfall Escape, Walk Downtown
We'd been looking forward to coming back to The Recycle House since we first stayed there in 2022. Safe to say it was just as we remembered it...great house, great location, wonderful community. Looking forwarded to returning.

Welcome To Piper's Rest
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

Serene Country home 24 mi Mohawk ski area
The house is near town but feels remote and private. It was a great place for four adults and two children. The spacious living and kitchen area is on a different floor from the bedrooms, so someone could stay up late without bothering the others. The wrap-around deck was an added plus! We will book this again for our next family reunion.

Luxury/pool/private Villa Mariana Blackberry River
Great stay at Andrea's house in Canaan. House is very nicely renovated and appointed with plenty of room for a family gathering. Walking distance to restaurants in town, and really enjoyed the firepit. Would definitely stay again.

Litchfield County Getaway
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend

Elegant Countryside Estate
Spent a wonderful Thanksgiving weekend at Travis' place with my husband and two young daughters. The house is beautifully appointed and so cozy. We played games by the fire, watched a movie in the cozy tv room, and made and enjoyed lovely meals in the kitchen. The house is even more magical than it looks in the photos, and we certainly hope to be back.

Beachfront paradise- come, stay, relax!
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

Stunning, peaceful and private home
The house was great and we were able to get Ubers to go to dinner. Beautiful house and stocked with everything you would need. We were on a girls weekend and had trouble with the locks but we just used the key. It could have just been us. We had a wonderful time and enjoyed the home.
Quick stats about house rentals in Glastonbury
Total rentals
20 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
770 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Family-friendly rentals Glastonbury
- Pet-friendly rentals Glastonbury
- Rentals with a fireplace Glastonbury
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- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Seaside Beach
- Woodmont Beach
- Blue Shutters Beach
- Clinton Town Beach
- Shennecossett Beach
- Attawan Beach
- Bushnell Park
- Wildemere Beach
- Bayview Beach
- Anchor Beach
- Grove Beach
- Waterford Beach Park
- Groton Long Point Main Beach
- Groton Long Point South Beach
- Mohawk Mountain Ski Area
- Fort Trumbull Beach