
Holiday houses in Ashford
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Ashford
Guests agree: these stays are highly rated for location, cleanliness and more.

Serenity Ashford Lake
Peaceful lake house only 15 minutes from UCONN! Welcome to Serenity Ashford Lake. Serenity is removed from the hustle and bustle of life. Situated on the shores of tranquil Ashford lake, the Serenity lake house is definitely your place to relax and unwind. Waterfront jacuzzi, gazebo, central air, stainless steel appliances, cozy linens, washer/dryer, kayaks, firepit, boutique toiletries and a new kitchen space make up this beautiful lake home. Bring your favorite books and enjoy lake time!

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
The Hidden Gem of Connecticut: Experience Lakefront bliss at our charming cabin boasting breathtaking water views of Lake Chaffee. ● 371 Mbps Wi-Fi | 50” 4K UHD Smart TV | Washer & Dryer | Indoor Fireplace ● 3x Kayaks | 2x Stand Up Paddle Boards | Private Dock | Outdoor Fireplace ● “Pink” Record Player w/ Vinyl Collection | Board Games ● Patio w/ Gas Grill | Full Kitchen | Coffee (Keurig) Drive to: ● UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Clark Cottage in the historic village in Chaplin
Up to 14 day stays are OK. This rustic cottage, circa 1850, has antique charm, yet modern comforts. In addition to a living and dining room, there is a vintage kitchen, 2 bedrooms, 1 bathroom, laundry facilities. Very tall people will have to duck under door ways. Not suitable for children under 12. WiFi and a smart TV. Kitchen ceiling is 6'3.5". An exterior camera is installed to observe wild life passing through the yard. A switch in the laundry turns it off.

Barn suite at Southwood Alpacas
Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

On The Run Farm
Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.

Enjoy a Farm Stay without the Work
This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Cozy private apt 8 mins from UCONN - solar powered
Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds (1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, cooktop, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered starting from Summer of 2025

Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Cozy studio loft
Cozy studio apartment in a quiet, wooded setting in Tolland, CT—just minutes from I-84 and 15 minutes to UConn. Sleeps 2–4 with a queen bed and optional mattress. Includes full kitchen, bathroom, fast Wi-Fi, private entrance, and easy self check-in. Free Level 2 EV charging and plenty of parking. Ideal for short or extended stays. No pets, no smoking, no parties.

Come to the woods and snuggle in front of the fire
Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

Historic 1 bedroom suite
This unique place has a style all its own. The building is over two hundred and 20 years old. It was the Convent of Sisters of Mercy, St. Edward's Parish
Popular amenities for Ashford holiday rentals
Other great holiday rentals in Ashford

Serene Lakefront Retreat

Mid-Century Modern Lakefront Cabin

Green Energy Ecohaven

The Maybrook: Lake & Sauna

Acoustical Haven: Unwind & Unplug

Cheerful cottage by Little Alum Lake & Sturbridge

Newly Restored Cottage on River

Wings & Wildflowers at the Glen
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Foxwoods Resort Casino
- Brown University
- Six Flags New England
- Charlestown Beach
- Gillette Stadium
- Ocean Beach Park
- East Matunuck State Beach
- Mohegan Sun
- Roger Williams Park Zoo
- Bonnet Shores Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Mount Southington Ski Area
- Point Judith Lighthouse
- Burlingame State Park
- Fort Adams State Park
- Ski Sundown
- Mystic Aquarium
- Ocean Beach
- Narragansett Town Beach
- University of Connecticut
- Dcu Center
- Bluff Point State Park




