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    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Ashford holiday rentals

    1. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

    A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

    2. Treehouse - Countryside - Farm Animals - Fire Pit

    A wooden cabin with a balcony and stairs, surrounded by trees.

    3. The Little Blue Bird · 5 Mi UConn · 2 Min I-84

    A kitchen with white cabinets, granite countertops, and a dining area with a wooden table and chairs.

    4. 1 King Bed | Non-Smoking, Micfridge

    A hotel reception area with a receptionist, a guest, and a child.

    5. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

    A two-story house with a front porch, stone steps, and a driveway.

    6. Spacious, unique barn with beautiful views.

    A white building with a green door, surrounded by lush greenery and red autumn leaves.

    7. Modern 1-bedroom apartment in peaceful Sturbridge with AC

    A room with a dining table, chairs, a Christmas tree, and large windows.

    8. Entire guest suite in South Windsor, Connecticut

    A wooden deck with a table and two chairs, surrounded by a white railing.

    9. Wizard's Roost at Underhill Hollow

    A red wooden house with a porch, a door with a colorful design, and a green door in the background.

    10. Central Chic Pad - with Free Parking, Heat & AC

    A living room with a dining area, a TV, and a large window with a view of buildings.

    11. Cozy 1-bedroom cottage in serene Pomfret.

    A house with a white porch, a black door, and a window with a white frame.

    12. The Tree House at Underhill Hollow

    A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

    13. SteamPunk Bunk House and Intergalactic Way Station

    A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

    14. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

    A lakeside dock with a boat, wooden benches, and a clear view of the lake and distant trees.

    15. Crested One Place - with Free Parking, Heat & AC

    A living room with a green sofa, a coffee table, a TV, and a dining area with chairs and a table.

    16. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

    A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

    17. Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay

    A kitchen cabinet with shelves holding glasses, bowls, and plates.

    18. Dove Cabin up in the Trees

    A wooden cabin with a glass upper floor, surrounded by a forest.

    19. TruStay in Central CT

    A modern living room with a gray sofa, a coffee table, and a dining area with a table and chairs. There is a TV and a plant in the room.

    20. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

    A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Top Ashford Hotel Reviews

    Quiet Corner Inn

    A compact kitchen with a built-in refrigerator, a microwave, and a coffee machine.

    Publick House Historic Inn and Country Motor Lodge

    A white colonial-style house with a symmetrical facade, a central entrance, and a well-maintained garden with colorful flowers.

    Scottish Inn Sturbridge

    A large building with multiple windows and a well-maintained garden with various plants and flowers.

    Comfort Inn & Suites Sturbridge - Brimfield

    Lobby

    Comfort Inn Griswold

    A spacious lobby with a grey sofa, ottoman, and patterned rug. A staircase leads to a wooden balcony.

    Trainmasters Inn

    A wooden interior with a dining table and chairs, a refrigerator, and shelves with glassware.

    Holiday Inn Express Vernon - Manchester by IHG

    A buffet with labeled containers of turkey sausage and cookies.

    La Quinta Inn & Suites by Wyndham Sturbridge

    A modern hotel entrance with a covered walkway, large windows, and a landscaped area.

    Find out more about Ashford

    Everything you need to know about Ashford holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Ashford holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Ashford. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Ashford holiday rentals we have selected for you start as low as £75 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Ashford rentals

    At Expedia, we put the best Ashford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Ashford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashford holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a holiday rental in Ashford?

    Yes, there are holiday rentals close to the most popular sights in Ashford, or you can select a more secluded option if you're looking for a relaxing stay. Ashford is known for its coffee shops and parks.

    What are some of the best holiday rentals that Ashford has to offer?

    Amazing lake house with everything you need! : This highly rated holiday home rental in Ashford is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

    How many holiday rentals will I find in Ashford?

    With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Ashford stay.

    What can I see and do in Ashford?

    Ashford Town Green and Tinkerville Brook Reserve are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Josias Byles Sanctuary and Rankin Preserve.

    What are holiday rentals like in Ashford?

    Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashford. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.