Holiday houses in Oxford

Lakeside Sanctuary

Welcome to Lakeside Sanctuary Relax in this calm, stylish retreat perfect for the whole family. Nestled along the scenic shores of Lake Zoar in Southbury, this charming home is just a short, steep stroll from the water—perfect for kayaking at sunset or unwinding by the fire. Enjoy nearby shopping, dining, a local winery, and hiking trails—all just minutes away. Whether you're after peace or adventure, this spot has it all. Space 2 bedrooms plus pull-out couch upstairs, 1.5 bath, office space

Fully Renovated Rural Barn

Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

Cozy Apartment Centrally Located in Southbury

Keep it simple at this peaceful and centrally-located apartment. Recently renovated with all the essential amenities to make your stay just like home. Wi-Fi, washer, dryer, cooktop, fridge, oven, microwave, toaster, TV and Keurig are ready to make your stay pleasant. An outdoor porch is available for dining in warmer months. It includes one new queen bed plus sofa bed for one adult or two kids. Located just minutes from shopping and dining in downtown Southbury with easy access to i84

Cozy Connecticut getaway!

Back for our second season in 2026. Located at the edge of our woodland, this 200-year-old former barn has recently been completely renovated. It provides a quiet, cozy, bright, private STUDIO space ideal for a single visitor or couple. The property offers a full bathroom, a kitchenette, and central air/heat. A small private seating area catches the mid-morning sun outside the main entrance. Come and enjoy the local area's beautiful scenery, hikes, antique trail, & great restaurants.

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Lakefront Summer Oasis - kayak, fish and get cozy!

Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. Updated bedrooms, completely renovated bathrooms and all new kitchen appliances. A kayak and paddleboard await your next adventure. A brand new dock was installed for boating, fishing and swimming right from our backyard. Just a few minutes from the town center grocery store, restaurants, amusement parks, skiing and more. Dogs considered on a case by case basis!

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm, a one bedroom, one bath cottage located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two. **Access to the 2nd floor bedroom is a steep and open staircase** (see interior photo listed under Laundry)

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more

🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Lakefront Getaway

The perfect getaway!! Sit back, relax and enjoy the view of the Housatonic. The house is located in a small community along the banks of the Lake Housatonic . There are 3 bedrooms, two full bathrooms, living/dining area and a full kitchen. Enjoy your days on the river (BYO kayak/paddleboard ) and your evenings grilling out on the spacious deck. NEW central air in bedrooms BRAND new kitchen and appliances

Gorgeous Luxury INDOOR POOL home

This stylish and luxurious 5,000+ sq ft home is perfect for those seeking a peaceful oasis with lots of space. 4 bedrooms, 2 full baths and 2 half baths, with access to an indoor pool, board games, build your own sundae cart, karaoke machine, and a large backyard patio with a grill and volleyball on over 2.5 acres of land. Specialty events can be discussed upon request.

Midcentury Lakeside Guest Suite

Private guest studio suite in a beautiful, midcentury lakeside home. Built in 1957, this home on a quiet residential street is a unique piece of modern architecture around a serene lake in suburban Connecticut. It is walkable from the nearby railway station, and it is close to West Haven's picturesque beaches, and a short drive from downtown New Haven.