
Holiday houses in Glastonbury
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Top-rated holiday rentals in Glastonbury
Guests agree: these stays are highly rated for location, cleanliness and more.

HideAway UConn Coventry RockFarm BnB Breakfast A+
Welcome to “The Hide Away” on Rock Farm with Superhosts Jon & Jeri. A private, family-friendly 1000+ sq ft wooded retreat featuring two bedrooms, 500 Mbps WiFi, Roku TV, private deck, full kitchen, laundry, and DIY breakfast. Just 15 minutes to UConn and 2 minutes to Bolton Lakes for fishing and hiking. See our VIP Guest Book for local favorites. Clean, cozy, no-shoe secluded BnB — 5⭐️ guest favorite. Ask about “The GetAway” too! It’s our King Studio Suite, a private space, perfect for couples.

Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Bright, clean studio in charming Old Wethersfield
Clean, bright studio apartment in the charming village of Old Wethersfield. Stroll to cafes, village green, historic homes and museums. Minutes from I-91 with easy commuting access to downtown Hartford, business and tourist sites, universities, and Hartford Hospital/CCMC. The studio is an in-law suite above our garage. It is attached to our home but has its own keyed entrance. It has a full kitchen, bathroom with shower over tub, closet, queen-sized bed, kitchen table/chairs, and workspace.

Spacious 3 Bedroom Ranch With Office
Forget your worries in this spacious and serene space with room for 8. The entire first floor is yours to enjoy and there aren’t any shared spaces. Relax in the backyard or on the porch. 2 full bathrooms are yours to relax and enjoy. There’s a freshly remodeled bathroom in the master bedroom with walk in shower and a bathtub in the 2nd bathroom. Fully stocked kitchen awaits your inspiration. Much shopping awaits you and all the store are within 10 minutes away from you. BDL is 20 minutes away,

Paradise On The Hill Luxury Apartment.
Enjoy your own special and separated section of this beautiful, modern colonial home. This spacious home includes central air, an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large, newly renovated bathroom with spa like jets. His and hers closets. Beautiful fully stocked kitchenette, 2 large screen Smart TVs, 55 inch in living room, 42 inch in bedroom, Free WiFi, dining for 6, all for the comfort and convenience of our guests.

Classic Lakehouse~Fire Pit_Canoes_Kayaks & Sunsets
Private lakefront home on Lake Pocotopaug with a fishing dock, kayaks, fire pit, and spectacular sunset views — perfect for family & friend getaways. Welcome to Lakeside Ferns, where you’ll enjoy direct waterfront access and private dock for swimming, fishing, kayaking, canoeing, and boating. Grill dinner, relax in the hammock by the water, and gather around the outdoor fire pit for s’mores under the stars. End each day with breathtaking sunsets over the lake — beautiful in every season.

Quiet 2 bed room apt w/ private entrance.
NOTE WELL: This light, spacious basement apartment is located in a residential neighborhood in South Glastonbury near the Connecticut River and many good hiking areas, shops, and restaurants. We are working professionals who rise and retire early. We have a large exuberant dog who is fenced (electric) away from the apartment and house entrances and driveway. The space is not appropriate for parties. Do not inquire or book if your life situation is not amenable to this description.

Classic Farm House on a Working Farm & Vineyard
This quaint farmhouse will be your home away from home. Enjoy the scenery and explore local attractions. The farm house is situated just feet from Joseph Preli Farm and Winery (also owners of the farmhouse) with its bountiful grapevines, fruits and vegetables. The farm and vineyard is known for it's old-world Italian charm. Family owned for 100 years, they respect history by using traditional farming methods and antique tractors. See updates about the farm and winery at @jprelifarm

Cozy Comforts!
Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Charming Barn Apartment
Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.
Popular amenities for Glastonbury holiday rentals
Stay near Glastonbury's top sights
Other great holiday rentals in Glastonbury

Boondocks Oasis On The River

Lakeside Paradise with Breathtaking Sunsets

Luxury APT Near Downtown Manchester | Dog-Friendly

Newly Restored Cottage on River

Bashan Lake Bungalow

My Friend's Place

Waterfront Lake House

The New England Tiny Home Experience—Coffee & More
When is the best time to visit Glastonbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 NZD | $221 NZD | $221 NZD | $232 NZD | $237 NZD | $237 NZD | $247 NZD | $254 NZD | $227 NZD | $233 NZD | $238 NZD | $238 NZD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Glastonbury?
Glastonbury has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Glastonbury?
Experience the best of Glastonbury with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Glastonbury?
Four-legged friends are welcome in Glastonbury. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Glastonbury?
Yes! Work meets play with ease at over 30 vacation rentals in Glastonbury featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Glastonbury vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Glastonbury, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Glastonbury have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Glastonbury. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Glastonbury have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Glastonbury. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Glastonbury have wifi?
Absolutely! We offer over 20 house rentals with wifi in Glastonbury. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Glastonbury have free parking?
Absolutely! We offer over 20 house rentals with free parking in Glastonbury. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Glastonbury?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Glastonbury

Total holiday rentals
Explore 60 holiday rentals in Glastonbury

Nightly prices starting at
Glastonbury holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 2,870 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Glastonbury holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Glastonbury rentals

4.8 Average rating
Glastonbury stays are highly rated by guests—averaging 4.8 out of 5!
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- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Mohegan Sun
- Kent Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Mystic Seaport Museum
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- Mount Southington Ski Area
- Yale University Art Gallery
- Sleeping Giant State Park
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- Ski Sundown
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- Ocean Beach
- Mystic Aquarium
- University of Connecticut
- Napatree Point Conservation Area
- Bluff Point State Park
- Wesleyan University
- Devil's Hopyard State Park
- Mount Holyoke College




