Vacation rentals in Durham

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Top-rated vacation rentals in Durham

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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, 283 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.

Top guest favorite
A bright living space is showcased with wooden floors and white walls. A dark leather sofa faces a wooden coffee table, while a rocking chair invites relaxation. A dining area features a table with four orange chairs, complemented by natural light from nearby windows.
Apartment in Middletown
4.94 out of 5 average rating, 863 reviews

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.

Guest favorite
A modern kitchen is presented, featuring white cabinetry and granite countertops. Essential appliances, including a stainless steel refrigerator and dishwasher, are visible. A small rug lies on the light wood floor, while a doorway to the dining area can be seen to the right.
Apartment in Middletown
5 out of 5 average rating, 17 reviews

Cozy 1-Bedroom Wesleyan-Middletown

Welcome to Middletown! We are sure you will love your stay in this newly renovated unit. This centrally located 1- bedroom apartment sleeps 2 comfortably with a large Queen bed with a TV and a futon in the living room for 1 more guest. This apartment is on the first floor. Full kitchen with laundry in unit. Bathroom has a tub. Off street parking available. Walking distance to shops and restaurants on Main Street, Wesleyan University (1-mile walk) and Middlesex Hospital. Easy access to Rt9t

Guest favorite
Two comfortable leather recliners are positioned in the foreground, complemented by decorative blue and floral pillows. A soft area rug lies beneath them, and the background reveals a well-equipped kitchen with wooden cabinetry and stainless steel appliances.
Guest suite in Durham
4.89 out of 5 average rating, 53 reviews

Spacious Studio in quiet neighborhood.

Quiet, rural setting. Surrounded by nature in a historic town. Spacious (500 square feet) private studio. Queen bed, fold away cot plus ( pack ‘n play & high chair upon request) Full kitchen & full bath. Large deck, off street parking. Conveniently located half way between NYC and Boston. You can be in either in about 2 hours, and an hour from RI beaches. A very central location, Connecticut has much to see and explore. Visit the CT & Housatonic River, plus our extensive shoreline.

Guest favorite
A bright guest suite is shown, featuring a cozy seating area with a classic armchair and a wooden desk. Light fills the room through multiple windows, highlighting the room's warm wooden accents and inviting color palette.
Guesthouse in Middletown
4.86 out of 5 average rating, 50 reviews

Cozy Historic Home Guest Suite

Escape to a bright, cozy guest suite next to a historic New England home! Enter through your own doorway and feel welcomed by rich dark‑wood accents and sunlight‑filled rooms. Enjoy a front yard patio, expansive yard, century‑old trees, then local cafés and a state park within a 8 minute drive or an easy day trip by train to Manhattan or Boston. Return to hominess, and modern comforts—Wi‑Fi, kitchenette, queen bed, plus the perk of free private parking. Relax and feel at home.

Top guest favorite
An open-concept living space features light-colored wood flooring and a cozy seating area with a white couch and wooden coffee table. A small dining table is positioned nearby, while a stylish staircase leads to an upper level. A television is mounted on the wall, adding to the modern atmosphere.
Home in Haddam
4.99 out of 5 average rating, 143 reviews

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!

Guest favorite
The open living area is furnished with a dark sofa and light wooden accents. A round table with a beige tablecloth is paired with four chairs, while framed artwork adorns the walls. A colorful area rug adds a cozy touch, complemented by soft lighting from overhead fixtures.
Condo in Middletown
4.94 out of 5 average rating, 180 reviews

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

Top guest favorite
A single-story cottage is set amidst greenery, showcasing maroon siding and multiple windows. The front yard features a manicured lawn with a few flowerbeds, and a stone pathway leads to the entrance, flanked by tall trees providing shade.
Cottage in Middlefield
4.92 out of 5 average rating, 264 reviews

Lake Beseck cottage

Very comfortable 1 bedroom cottage 200 yards from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV and wifi. Bedroom has a long double Tempurpedic bed. Finished porch with dining table/ chairs and a desk/work area. Microwave, coffee maker, toaster, toaster oven, Patio with gas grill, popcorn air popper, rice and vegetable steamer. WIFI printer. Pack and play upon request. Washer and dryer, hair dryer.

Superhost
The living area features warm wood beams and a stone fireplace, surrounded by tall windows that invite natural light. A round coffee table sits on a light-colored rug, complemented by a mix of seating options, including plush sofas and armchairs arranged for comfort.
Cabin in North Branford
4.86 out of 5 average rating, 51 reviews

Casa Yamagoya

A beautiful mid-century retreat tucked in the hills of Connecticut. Designed and built by a Yale architect who studied under Louis Kahn, and Frank Llyod Wright. With beams that stretch the width of the house and gorgeous pine ceilings. This house is a true gem. Positioned on a ridge at the edge of a secluded state park complete with hiking trails, and bucolic vistas. The house is reminiscent of the Yamagoya, Japanese mountain Huts. IG: @casa_yamagoya

Top guest favorite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 637 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Top guest favorite
Apartment in New Britain
4.96 out of 5 average rating, 244 reviews

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Guest favorite
A spacious living area features a dual-sofa arrangement with decorative cushions. A wooden desk is positioned nearby, illuminated by a lamp. Natural light streams through multiple windows adorned with red curtains, enhancing the well-lit ambiance. Decorative artwork hangs on the walls.
Apartment in Wallingford
4.93 out of 5 average rating, 15 reviews

Seasons Hospitality LibraryLuxe 1BR

Welcome to Platform 9 at "The Station" Once an old silver factory now converted into a fully furnished 1-bedroom apartment, where the echoes of the past harmonize with the comforts of the present. This brand new apartment includes all utilities, free off street parking, free washer and dryers and all linens. Located in the center of town and walking distance to shopping, restaurants and all what Wallingford has to offer.

Popular amenities for Durham vacation rentals