Vacation rentals in Cromwell

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.

Family Stays, CT

Centrally located - just 1.2 miles from Wesleyan University, this home offers comfort, convenience, and generous space for groups. With 4 bedrooms across two floors, the layout lets everyone spread out. Bedrooms on separate levels provide natural privacy while still enjoying one shared home. Whether you're traveling with friends, children, extended family, or multiple couples, the 2‑floor setup helps everyone relax without feeling crowded. Ideal for multi‑generational stays and group getaways.

The New England Tiny Home Experience—Coffee & More

Welcome to The Cozy New England Tiny Home, a private escape in charming Cromwell, Connecticut. Thoughtfully designed for comfort and ambiance, enjoy gourmet Starbucks® coffee and twinkle lights throughout the home for a warm, unforgettable stay. Inside features a full bedroom loft, full bath, well-equipped kitchen and dining area, plus a cozy living space that can double as a first-floor bedroom. Complete with heat, A/C, andmodern amenities—just minutes from major highways and local attractions.

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.

Connecticut Waterfront Cottage

Located only 2 hours from New York City, our quaint waterfront cottage, will provide the perfect escape for you and your family. Overlooking the CT River, the yard includes a deck, 2 patios, a grill and direct river access.  The cozy interior features an island kitchen with stainless-steel appliances and marble countertops. A living room and dining room overlooking the water, a first-floor bedroom adjacent to a full bath, and two addition bedrooms upstairs complete this cozy waterfront home.

Bright & Private WHOLE HOUSE 4 YOU Near Everything

Welcome to our clean, bright, and private home, just a 15-minute drive from the heart of Hartford! Designed with your comfort and convenience in mind, this cozy retreat is perfect for families, couples, and professionals looking for a peaceful yet central stay! Prime Location, WHOLE HOUSE – Explore New Britain & Beyond! Guest Access: ✔ Private driveway for easy parking ✔ Enclosed garage with keyless entry for secure parking ✔ Keyless pad entry at the front door (host will provide the code)

Guest Suite, 2nd floor, 3 bedrooms, near Downtown!

Close to Downtown Middletown & Wesleyan University, located between Hartford & New Haven. Private floor with 3 bedrooms - two bedrooms have queen beds, third bedroom also serves as a living room with a sleeper sofa, listing sleeps 6 total. Large bathroom with double sinks & shower (no tub). NO KITCHEN but there is a mini-fridge, microwave & Keurig, with coffee, tea, water & supplies provided. Perfect for Wesleyan parents, students & visitors, couples, families, wedding & business travelers.

CT River Retreat - Modern Home with CT River Views

Welcome to your home away from home! This charming three-bedroom, three-full-bath house is the perfect retreat for your stay in or near East Hampton, CT. Explore the charm of the area with ease, as the house is conveniently located .1 mile away from Saint Clements Castle & Marina, and 7 miles from Wesleyan University. Nestled along the picturesque Connecticut River, this inviting haven offers not only comfortable accommodations but also stunning views that will leave you breathless.

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

Urban Luxury in Central CT w/ free RV parking

Indulge in luxury at our 4-bed, 3-bath Newington retreat! Stylish interiors, a fully-equipped kitchen, and a private backyard await. Just a short drive from Hartford downtown (XL Center, Science Center CT and CT Convention Center) and Blue Back Square in West Hartford, explore cultural gems like the Bushnell Center and Mark Twain House, or hit the trails at Dinosaur State Park. Whether for work or play, our home offers comfort and convenience for an unforgettable Connecticut stay!

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Renovated Single Family Home in Central CT

Enjoy single-floor living in this beautifully renovated 3-bedroom, 1.5-bath home in Middletown, CT. This stylish and comfortable space features central air, oversized couches, a huge kitchen island with seating for four, and a private office desk for remote work. Conveniently located near major colleges (minutes from Weslyan), airports, restaurants, shopping, and other local attractions, it’s the perfect home base for families, friends, or business travelers.