Vacation rentals in Durham

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.

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.

Large private estate

Secluded home with built-in outdoor grill & firepit. Close to downtown & Wesleyan. The home is spacious with a 1st FL master suite, den, sunken living rm, 8-10pp dining rm, & eat-in kitchen. The front doors open to the enormous foyer & mudrm. Upstairs are 3 bedrooms. The 1st has a queen bed & own bath. The 2nd bedrm has a bunkbed w/double bed, twin bunk, and trundle. The 3rd bedrm has a queen bed. Both share a bath. The pool/spa are not open after 10/15. After 9/1 only the spa will be heated.

Cozy & Private Studio Suite

Quiet and private in-law suite. Located close to the center of Cheshire, convenient to Route 10, I-691, and Route 15. Near to grocery stores, great restaurants, and shopping centers. 15 minute drive to Toyota Oakdale Theater, 20 minute drive to Lake Compounce Amusement and Water Park, and 30 minute drive to Yale University, Museums, and downtown New Haven. A slightly longer drive will take you to to the beautiful shoreline, Hammonasset Beach State Park, Foxwoods and Mohegan Sun Casinos!

Private Bright Studio Retreat with kitchen

Forget your worries in this spacious and serene space. This inviting space offers a haven of natural light, providing a warm and welcoming atmosphere throughout the day. Whether you're seeking a cozy hideaway, an inspiring workspace, or a versatile entertainment area, this basement retreat offers endless possibilities to suit your lifestyle. With its thoughtfully planned layout and attention to detail, you'll find comfort and serenity beneath the surface in this unique and inviting space.

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.

The Garden Loft - A Charming Choate Stay

Welcome to The Garden Loft! Located in the heart of downtown Wallingford, CT. This traditional and historic New England carriage house has been completely renovated in the summer of 2022 into a peaceful, cozy, bright & airy loft. We are a 3 minute walk from downtown where you will find a variety of restaurants, bars, a brewery & only 1 mile from from Choate Rosemary Hall. A 15 minute drive to Yale University & downtown New Haven. Get ready to relax, get cozy & enjoy The Garden Loft!

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!

The Doll House

Enjoy the Connecticut River Valley at this cozy retreat close to where you want to be. Conveniently located near Route 9, the Doll House is easy to get to from Middletown, the shoreline, and Central CT. Enjoy the patio while having dinner or just taking in the outdoors. Take advantage of all the area has to offer, from hiking, to shows at the Goodspeed Opera House, and fine dining options in Downtown Middletown. Enjoy this private setting surrounded by nature.

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

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.

Hillside Retreat/Quiet space-WiFi-longer stays

Perfect for extended stays, professionals & healthcare visits This quiet hillside retreat is ideal for 6-night or longer stays — perfect for medical professionals visiting nearby hospitals, remote workers who need a peaceful workspace with fast Wi-Fi, or families needing a tranquil home base near Quinnipiac, Yale, and Meriden attractions. Enjoy nature, privacy, and comfort all in one stay.