Ashford Holiday Rentals

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Holiday Rentals in Ashford

Amazing lake house with everything you need!
9.6 out of 10, Exceptional, (20)
"Great time, lovely location, easy to access and beautiful lake!"
United States
Sam L.
Amazing lake house with everything you need!
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.2 out of 10, Wonderful, (23)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
The price is AU$637
includes taxes & fees
2 Nov - 3 Nov
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
9.6 out of 10, Exceptional, (17)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
United States
Gilles R.
The price is AU$628
includes taxes & fees
2 Nov - 3 Nov
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Terrific 4-bedroom house with AC in Ashford
Terrific 4-bedroom house with AC in Ashford
The Tree House at Underhill Hollow
9.4 out of 10, Exceptional, (32)
"My 10 year old loved this stay! Meeting the goats and sheep was fun and it was located in a nice area. Would love to visit again!"
United States
Becky B.
The price is AU$269
includes taxes & fees
20 Oct - 21 Oct
The Tree House at Underhill Hollow
Wizard's Roost at Underhill Hollow
9.6 out of 10, Exceptional, (19)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is AU$244
includes taxes & fees
20 Oct - 21 Oct
Wizard's Roost at Underhill Hollow
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (27)
"A sweet, cozy, nostalgic little cabin in the woods. It was the perfect stop over on our road trip to Acadia. Very peaceful, and the screened in porch was wonderful to relax on before bed and during breakfast. "
United States
Maggie G.
The price is AU$400
includes taxes & fees
20 Oct - 21 Oct
Dove Cabin up in the Trees
Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (27)
"Safe, inviting stay."
United States
Gabe M.
The price is AU$437
includes taxes & fees
27 Oct - 28 Oct
Treehouse - Countryside - Farm Animals - Fire Pit
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.8 out of 10, Exceptional, (25)
"This prperty was GREAT! Clean, and very accomadating. Had everything you would need staying there. Didn't get to use the lake but sitting on the deck was relaxing. Will book again. 10 Stars!! Thank You!"
United States
WILLIAM
The price is AU$481
includes taxes & fees
20 Oct - 21 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Humble Abode #2
2.0 star property
The price is AU$204
includes taxes & fees
20 Oct - 21 Oct
Humble Abode #2
Peaceful WATERFRONT Cottage Near Mystic and Casinos
9.2 out of 10, Wonderful, (54)
"It was a great stay. Good space. A great place to come back to after exploring Connecticut for a few days. The pond access and kayaks were a great bonus "
United States
Emma W.
Peaceful WATERFRONT Cottage Near Mystic and Casinos
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
10.0 out of 10, Exceptional, (69)
"Very beautiful place. Lovely to catch up with friends."
United States
Marilyn M.
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
2.0 star property
9.8 out of 10, Exceptional, (16)
"Great stay! Very clean and easily accessible"
United States
Nick T.
The price is AU$233
includes taxes & fees
23 Oct - 24 Oct
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
8.8 out of 10, Excellent, (3)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is AU$561
includes taxes & fees
20 Oct - 21 Oct
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
10.0 out of 10, Exceptional, (5)
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Brimfield Waterfront cottage
10.0 out of 10, Exceptional, (11)
"The cabin was definitely cozy, the treats were a nice addition, and the kitchen had most of what we needed. Would return next time we plan to be in the area. Gus was great to communicate with! Thank you@"
United States
Debora
Brimfield Waterfront cottage
SteamPunk Bunk House and Intergalactic Way Station
10.0 out of 10, Exceptional, (12)
"This was a charming little apartment with a unique steam punk alien theme. If you have a playful mindset, I highly recommend staying at this location. I couldn’t have been more overjoyed with my stay."
United States
Marc P.
The price is AU$260
includes taxes & fees
26 Oct - 27 Oct
SteamPunk Bunk House and Intergalactic Way Station
Go Jump in the Lake!
10.0 out of 10, Exceptional, (145)
"owner was super nice and the environment was great i would come back "
United States
Anonymous traveller
Go Jump in the Lake!
Stunning Lakefront Escape! Book Your Dream Getaway!
10.0 out of 10, Exceptional, (19)
"We had a great stay at the lakehouse. Will definitely consider a future stay."
United States
Savanna
The price is AU$735
includes taxes & fees
1 Nov - 2 Nov
Stunning Lakefront Escape! Book Your Dream Getaway!
Charming 3-bed Lakehouse with Deck and Beach
10.0 out of 10, Exceptional, (13)
"The cottage was very clean, comfortable beds and beautiful setting. Perfect place for our flea market weekend."
United States
Marianne P.
Charming 3-bed Lakehouse with Deck and Beach
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

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, 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 favourite 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 depend 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 AU$204 per night. Entering your travel dates in the search wizard might find you 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 Rankin Preserve and Westford Hills Distillery.

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.