
Holiday houses in Glastonbury
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Top-rated holiday rentals in Glastonbury
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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.

Luxe Bolton Lake
Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, kayaks, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

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.

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.

Unique luxurious private building in historic area
Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

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

Perfectly located cozy home
Centrally located in Glastonbury, steps away from shops, restaurants and grocery stores. Tucked away on a quiet dead end street, with plenty of parking and outdoor back deck. Living space with large couch, brand new kitchen, bathroom and laundry. 2 upstairs bedrooms with queen sized beds, perfect for long or short term stays. Includes all basic necessities for cooking, laundry, and tidying up during long term stays. Convenient highway access, 10 minutes from downtown Hartford

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.

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Your home away from home for Comfort & Convenience
Experience the charm of Manchester CT in this fully furnished 1 bedroom apartment! Available now. Pet-friendly, with laundry facilities conveniently located within the unit. Enjoy easy access to highways from this centrally located apartment while being just minutes away from quaint downtown area amenities.
Popular amenities for Glastonbury holiday rentals
Stay near Glastonbury's top sights
Other great holiday rentals in Glastonbury

Cozy Waterfront Home w/ Hot Tub Connecticut River

Charming Cape Home, Close to All

Lake Cottage Getaway

Renovated Single Family Home

Crested One Place - Heat & Free Parking included

Serene Apartment in Glastonbury

Luxury APT Near Downtown Manchester | Dog-Friendly

Backyard Tiny House in the Woods
When is the best time to visit Glastonbury?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 AUD | $205 AUD | $205 AUD | $192 AUD | $197 AUD | $197 AUD | $205 AUD | $211 AUD | $188 AUD | $194 AUD | $198 AUD | $198 AUD |
| 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
What are the best places to stay in Glastonbury?
Staying near Glastonbury Center connects you with restaurants, shops, and community spaces. If you prefer a quieter setting, look for vacation rentals around rural or wooded neighborhoods.
What are the best things to do in Glastonbury with kids?
Explore Glastonbury's parks, visit the family-friendly farms, and enjoy hands-on activities at local museums or community centers. Seasonal events with crafts and games are also frequently suggested for children.
What are some of the best things to do in Glastonbury?
Explore Cotton Hollow Preserve's trails, take in local history at the Glastonbury Historical Society, and experience community markets or riverfront parks. Seasonal festivals and apple-picking are also frequently suggested.
How is the weather in Glastonbury?
Glastonbury has cold winters around 19–35°F (-7–2°C) and warm summers reaching 64–85°F (18–30°C). Spring and fall are milder, with changing foliage and increased rainfall, making layers and a light jacket helpful.
When is the best time to visit Glastonbury?
Late spring through early fall is often recommended for a visit to Glastonbury, as temperatures are mild, and local parks and outdoor activities are accessible. Seasonal events and greenery bring extra vibrancy to the town during this period.
What are the best places to visit in Glastonbury?
Explore Glastonbury Center for local shops and dining, the Connecticut River for waterfront walks, and Cotton Hollow Preserve for a natural retreat. Historic sites and inviting parks are also frequently suggested by visitors.
What are some hiking trails in Glastonbury?
Glastonbury has trails like those at Cotton Hollow Preserve, Minnechaug Mountain, and Buckingham Reservoir, where you can explore forested paths and streamside scenery. These spots provide a chance to connect with local nature and spot wildlife.
What are some family activities we can do in Glastonbury?
Families can enjoy playgrounds in town parks, interactive visits to local farms, and participating in seasonal crafts or outdoor movie nights hosted at community centers. Exploring the Connecticut River area is frequently suggested for nature outings.
What are some of the best day trip ideas from Glastonbury?
Explore nearby historic towns, spend time along the Connecticut River, or visit nature preserves for hiking and wildlife observation. Many guests also enjoy discovering regional farms, vineyards, or art galleries around the area.
Are there any pet friendly accommodations available in Glastonbury?
Many vacation rentals in Glastonbury are pet friendly, especially those located near parks or open spaces. Checking listing details for pet policies and local amenities can support a comfortable stay with your companion.
What are some local tips for visiting Glastonbury?
Consider visiting during seasonal markets or festivals to experience local crafts and foods. Many outdoor areas in Glastonbury are popular for picnicking, so bringing a blanket and reusable water bottle can enhance your day.
What is Glastonbury known for?
Glastonbury is known for its apple orchards, historic architecture, and vibrant community events like the Apple Harvest Festival. Naturally scenic areas and preserved open spaces are also central to its character.
What are the best hidden gems to explore in Glastonbury?
Glastonbury has tranquil nature trails such as Minnechaug Mountain, along with historic districts and locally owned shops around Glastonbury Center that draw visitors seeking quieter experiences. Art galleries and community parks are also frequently suggested for those interested in local culture.
What are the best foods to try in Glastonbury?
Glastonbury has locally grown apples, cider donuts, and dishes featuring New England seafood on many menus. Farm-to-table cafes and family-owned bakeries showcase regional ingredients and homemade treats.
What should I bring for a trip to Glastonbury?
Pack comfortable walking shoes for trails, layers to adjust to changing temperatures, and a rain jacket for unexpected showers. Bringing a reusable water bottle and sun protection is also frequently suggested.
What is the nightlife in Glastonbury like?
Glastonbury's nightlife features cozy pubs, locally rooted restaurants, and occasional live music venues. Evenings are often centered around relaxed dining, craft beverages, and small community gatherings.
What are the most popular events or festivals in Glastonbury?
The Apple Harvest Festival in autumn is often recommended, drawing visitors for food, crafts, and family activities. Seasonal farmers markets and summer concerts in the park are other well-attended events.
Are there family friendly vacation rentals in Glastonbury?
Glastonbury has vacation rentals that welcome families, with options near parks and community spaces. Many homes feature kitchens and flexible living areas to accommodate groups of various sizes.
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 $57 AUD 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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