Holiday houses in Glastonbury

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!

Hike & Stay | 3 BR w/ Fenced Yard

This pet-friendly cozy 3-bedroom, 1-bath home is tucked into a private, quiet neighborhood in Manchester, offering space to unwind while staying close to everything. Whether you’re visiting family, exploring the outdoors, or just need a comfortable home base, this spot keeps things simple and relaxed. Large private deck and separate gazebo perfect for morning coffee or evening wind-down. Fully fenced yard. Several hiking trails and nature preserves nearby. Ten minutes from Hartford, CT.

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

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!

Serene Apartment in Glastonbury

Forget your worries in this spacious and serene space. Bright, spacious and clean lower apartment in a very convenient location in Glastonbury. Easy access to the Minnechaug Golf Course, Manchester Country Club and a short ride to UConn and Eastern Connecticut University. The house is in proximity of Glastonbury center and all the restaurants and nightlife that the town offers. Convenient parking off the street and a large gazebo in the back surrounded by the woods.

John Hollister home on the farm

It's rare to find a place that's both historic and one-of-a-kind. This is the oldest house in Glastonbury (built by John Hollister in 1675) & 1 of the oldest houses in CT. Our quaint home is located on our working farm that’s been in business for over 130 years - Killam & Bassette Farmstead. Take in a scenic stroll around the fields all the way to the CT River. Perfect for a bachelorette weekend, a large family vacation, or just a quiet getaway. Relax & enjoy!

Wonderfully Walkable, Glastonbury-Center Gem

This is the perfect location in the heart of Glastonbury for your next getaway. Walking distance to great restaurants, bars, Whole Foods, Trader Joe’s and the beautiful town center with adorable shops. Or stay in and lounge on the comfortable reclining sofa in your provided robes and slippers, drinking an assortment of coffee and tea options. The fully stocked kitchen has everything you’ll need to feel right at home. You’ll never want to leave!

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.

Walkable Glastonbury near Riverfront Park

Experience the charm of this beautifully updated colonial in a prime location! This 3-bedroom dog friendly home features hardwood floors, a spacious great room with exposed beams and a cozy fireplace, and modern fully equipped kitchen. Enjoy a large backyard, central air, and walkable access to restaurants, shopping, and parks. With easy highway access this inviting retreat offers both comfort and convenience for your stay.

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.