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Vacation rentals in Glastonbury

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Quick stats about vacation rentals in Glastonbury

  • Total vacation rentals

    Explore 50 vacation rentals in Glastonbury

  • Nightly prices starting at

    Glastonbury vacation rentals start at G$8,353 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Glastonbury vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Glastonbury rentals

  • 4.7 Average rating

    Glastonbury stays receive an average rating of 4.7 out of 5 from guests

Top-rated vacation rentals in Glastonbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.
Guesthouse in Portland
4.98 out of 5 average rating, 341 reviews

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.

ValueLocationGrill

Top guest favorite
The spacious studio features a queen-sized bed with a patterned duvet, a comfortable futon, two chairs, and a dining table. A gas fireplace adds warmth, while natural light fills the room through two windows, complemented by light, flowing curtains.
Guest suite in Wethersfield
4.99 out of 5 average rating, 371 reviews

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.

FamilyValueDecor

Top guest favorite
A spacious living area is characterized by high beamed ceilings and large windows that allow natural light. Furnishings include a round dining table surrounded by six chairs and a comfortable seating arrangement, featuring a decorative rug. A large television is positioned on a wooden stand.
Apartment in Coventry
5.0 out of 5 average rating, 162 reviews

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 for two couples, 500 Mbps WiFi, Roku TV, private deck, kitchen, laundry, & DIY breakfast. Just 15 minutes to UConn & 2 minutes to Bolton Lakes for fishing & 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 Suite, a private space, perfect for a couple.

ValueLocationLaundry

Top guest favorite
A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.
Home in Vernon
4.99 out of 5 average rating, 185 reviews

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!

ValueLocationSleep quality

Superhost
A comfortable sleeping area features a dark tufted headboard and a soft, neatly arranged bedding with multiple pillows. A lamp is positioned on a bedside table, while a floor lamp provides additional light. A floral wall art piece adds a subtle touch above the bed.
Home in Manchester
4.93 out of 5 average rating, 238 reviews

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.

FamilyValueComfort

Top guest favorite
The farmhouse is depicted with a well-maintained exterior, featuring a symmetrical design and light-colored siding. Vibrant purple and pink flowers bloom in front, adding color to the landscape. A rustic barn is visible in the background, surrounded by lush greenery and a clear blue sky.
Farm stay in Glastonbury
4.97 out of 5 average rating, 117 reviews

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

LocationFamilyOutdoor spaces

Guest favorite
A spacious living area features a red sectional sofa and a small round coffee table with a plant centerpiece. The open layout connects to a well-lit kitchen in the background, visible through a doorway, blending comfort and functionality.
Home in Manchester
4.9 out of 5 average rating, 110 reviews

Charming Cape Home, Close to All

Charming Cape Home in the Heart of Connecticut Enjoy comfort and convenience just 20 mins from Bradley Airport, 10 mins from Hartford, 25 mins from UConn, and 40 mins from New Haven. Nestled on a quiet residential street, our cozy home features multiple beds, fast Wi-Fi, Smart TVs, central air, and a fenced backyard with patio and fire pit. Grocery stores, restaurants, and coffee shops are just 5 minutes away. A perfect retreat for families, professionals, or campus visits!

LocationValueCheck-in

Top guest favorite
The exterior of the cottage is characterized by a charming stone chimney and a vibrant green door. The white siding contrasts with lush greenery, while a small seating area features two colorful chairs on the well-maintained lawn. A stone pathway leads toward the entrance.
Cottage in East Haddam
5.0 out of 5 average rating, 108 reviews

Historic Hearthstone Cottage

Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

LocationFamilyDecor

Guest favorite
Apartment in Manchester
4.97 out of 5 average rating, 151 reviews

Peaceful Pet-Friendly Retreat Near Hartford and MA

Welcome to your home away from home located steps away from downtown Manchester CT! ✔ Private entrance
✔ 1 comfortable bedroom & full bathroom
✔ Fast Wi-Fi for work and entertainment
✔ In-unit washer & dryer
✔ Complimentary coffee
✔ Pet-friendly accommodations
✔ Backyard access
✔ Quiet, residential setting Conveniently located close enough to major events but in a quaint downtown area making it prefect for short or long term stays.

FamilyValuePets

Guest favorite
Home in West Hartford
4.88 out of 5 average rating, 119 reviews

Home away from home

Enjoy this stylish third-floor apartment with two cozy bedrooms, each featuring a queen bed. The space includes a fully equipped kitchen, modern full bathroom, and a private balcony—perfect for relaxing. Just steps from Joey’s Pizza Pie and Park Lane Pizza, you’ll be in the heart of West Hartford’s best dining. Ideal for work trips or getaways, this apartment offers comfort, convenience, and charm.

ValueLocationCondition

Top guest favorite
The exterior of a colonial barn-style apartment is shown, featuring a stone chimney and a combination of red siding and a gray roof. Lush greenery surrounds the entrance, which includes large glass windows and a welcoming door. A grassy area is visible in the foreground.
Guesthouse in Glastonbury
4.93 out of 5 average rating, 234 reviews

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.

FamilyLocationTV

Top guest favorite
The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.
Guesthouse in Granby
4.98 out of 5 average rating, 924 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

LocationValueBathroom

Popular amenities for Glastonbury vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Glastonbury's top sights

Dinosaur State Park

37 locals recommend

Crystal Ridge Winery

19 locals recommend

Gay City State Park

15 locals recommend

Max Fish

14 locals recommend

Lutz Children's Museum

13 locals recommend

Sayulita

10 locals recommend

Other great vacation rentals in Glastonbury

Guest favorite
A bright living space is highlighted by a large, L-shaped couch adorned with decorative pillows. Light wood flooring complements the space, while a coffee table sits centered on a soft area rug. Windows with blinds allow natural light to enter, creating a welcoming atmosphere.
Home in Glastonbury
4.9 out of 5 average rating, 71 reviews

Perfectly located cozy home

ValueLocationGetting around

Top guest favorite
A well-lit dining area features a large wooden table surrounded by six black and white chairs. A light fixture hangs above, and a wooden sideboard displays various dishes and decorative items. Sunlight streams through a nearby window, illuminating the warm hardwood floor.
Home in Glastonbury
4.98 out of 5 average rating, 51 reviews

Walkable Glastonbury near Riverfront Park

LocationValueWalkability

Top guest favorite
Home in Glastonbury
5.0 out of 5 average rating, 19 reviews

Wonderfully Walkable, Glastonbury-Center Gem

LocationFamilyKitchen

Top guest favorite
The historic house features a white exterior, complemented by green landscaping. Four windows on the ground level allow natural light to enter. An American flag hangs by the entrance, and a large tree provides shade in the front yard, enhancing the peaceful surroundings.
Farm stay in Glastonbury
5.0 out of 5 average rating, 31 reviews

John Hollister home on the farm

FamilyLocationKitchen

Top guest favorite
Tiny home in Mansfield
5.0 out of 5 average rating, 28 reviews

Handcrafted Timber Frame Cabin Retreat

LocationBreakfastAccuracy

Top guest favorite
The cottage features a shingle-style exterior with a charming combination of light wood and white accents. A deck overlooks the water, flanked by greenery. The entrance includes a small porch, with steps leading to the patio area, emphasizing the vibrant riverside setting.
Cottage in Rocky Hill
4.99 out of 5 average rating, 85 reviews

Connecticut Waterfront Cottage

ValueFamilyView

Guest favorite
The house features a modern black exterior with large windows that welcome natural light. A set of wooden steps lead to the main entrance, flanked by a deck that extends toward the surrounding landscape. A detached garage is visible in the background.
Home in East Hampton
5.0 out of 5 average rating, 63 reviews

CT River Retreat - Modern Home with CT River Views

LocationFamilyBeach

Guest favorite
A spacious living area features a large, L-shaped sectional sofa adorned with decorative pillows. A light-colored area rug complements the space, while natural light filters through the window. A dining area with wooden chairs is visible in the background, framed by an archway.
Home in East Hartford
4.95 out of 5 average rating, 20 reviews

Renovated Single Family Home

ValueLocationBackyard

When is the best time to visit Glastonbury?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,817 GYDG$30,279 GYDG$30,279 GYDG$31,114 GYDG$33,829 GYDG$35,081 GYDG$30,279 GYDG$31,114 GYDG$27,773 GYDG$28,608 GYDG$29,235 GYDG$29,235 GYD
Avg. temp-3°C-1°C3°C10°C16°C20°C24°C23°C18°C12°C6°C0°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.

Destinations to explore