Ashford Holiday Rentals

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Holiday Rentals in Ashford

Fridge, microwave, oven, stovetop
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
9.6 out of 10, Exceptional, (8)
"Clean comfortable cottage in a beautiful location. Kitchen and bathroom are well stocked with all the essentials. Would definitely stay here again!"
The price is NZ$660
includes taxes & fees
3 Jun - 4 Jun
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
Fridge, microwave, oven, stovetop
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
10.0 out of 10, Exceptional, (24)
"Nice little place for a weekend stay. All the features of a well-loved lake house. Especially enjoyed the screened in porch and simplicity of check-in."
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
Go Jump in the Lake!
10.0 out of 10, Exceptional, (125)
"Great place"
Go Jump in the Lake!
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Interior
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Property grounds
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
9.2 out of 10, Wonderful, (48)
"Overall experience was great. Price was fair. Could use a bit more organization but it still is a lake house and was plenty comfortable for my family. Will absolutely book again"
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
Exterior
Secluded 2-acre Lake Front Home! Special off-season rates!
9.8 out of 10, Exceptional, (51)
"The property is stunning and just as described - large, clean, beautiful, spacious, and RIGHT on the lake. Heather was super responsive and friendly!"
The price is NZ$1,263
includes taxes & fees
30 May - 31 May
Secluded 2-acre Lake Front Home! Special off-season rates!
Exterior
Lake Getaway at Coventry Lake! close to Uconn
10.0 out of 10, Exceptional, (4)
"House was beautiful and well-accommodating. Minutes from campus. Proximity to lake was a plus! Owner responsive and pleasant. Would stay here again!"
Lake Getaway at Coventry Lake! close to Uconn
Exterior
The Tree House at Underhill Hollow
10.0 out of 10, Exceptional, (2)
"The tree house stay was so much fun! The treehouse itself was clean, comfortable and very whimsical. The full bathroom was easy to access and very clean. We explored the grounds and competed a treasure hunt where our kids found a gold bar.. and we also found adorable fairy houses hidden throughout the property. The owners were friendly and great with kids. We met the goats, chickens, new puppy, and a baby dragon! We will stay here again when we’re visiting family. Thanks for a great stay. "
The price is NZ$304
includes taxes & fees
30 May - 31 May
The Tree House at Underhill Hollow
Property grounds
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
10.0 out of 10, Exceptional, (72)
"A sweet home with amazing views and access to the lake. The hosts thought of all the things we would need and had a well stocked home. There were plenty of towels, dishes, and games to use. There were spaces to relax and enjoy both inside and out. The yard felt very private even though other people were next door. We had eight people in our group and though I wouldn’t describe the house as large, it did not feel small for our group. We had a wonderful time and would definitely return!"
The price is NZ$879
includes taxes & fees
30 May - 31 May
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Fridge, microwave, oven, stovetop
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
10.0 out of 10, Exceptional, (5)
"What a wonderful weekend our book club had staying in the beautiful lake front house! So relaxing, and quiet! Great little town with charming little places to enjoy. Our visit to the local winery was so much fun and the gals there told us to check out a local town celebration which we enjoyed going to. I can’t think of one thing that would have made this weekend any better! We would definitely recommend staying here, and look forward to possibly making this a yearly destination."
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
Fridge, microwave, oven, stovetop
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
9.6 out of 10, Exceptional, (25)
"Joe was very attentive and left the house very clean for us. Definitely worth the money"
The price is NZ$590
includes taxes & fees
4 Jun - 5 Jun
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Property grounds
SteamPunk Bunk House and Intergalactic Way Station
10.0 out of 10, Exceptional, (1)
"The Steampunk house was delightful. A new surprise in every cabinet and room. Accommodations were very comfortable. A couple of suggestions - improve the internet access and TV options. More dishes. But otherwise wonderful."
The price is NZ$294
includes taxes & fees
30 May - 31 May
SteamPunk Bunk House and Intergalactic Way Station
Exterior
Casinos, beaches, and history
9.6 out of 10, Exceptional, (58)
"The house was cute and comfortable for our stay. The beds were comfortable , Linda is in property , friendly. And helpful. The house looks just like the pictures. Linda has 2 super cute and friendly dogs. The location is right off the freeway with easy access to the surrounding area."
Casinos, beaches, and history
Property grounds
Treehouse | Countryside | Farm Animals | Fire Pit
9.6 out of 10, Exceptional, (17)
"Me and my daughter enjoyed lot."
The price is NZ$632
includes taxes & fees
3 Jun - 4 Jun
Treehouse | Countryside | Farm Animals | Fire Pit
Property grounds
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
10.0 out of 10, Exceptional, (31)
"We had a lovely weekend celebrating our son’s graduation from UConn. The Panorama was immaculate with beautiful decor and the most comfortable beds. The view of the lake is stunning. Everything was just perfect. I hope we have a reason to come back one day!"
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
Fridge, microwave, stovetop, coffee/tea maker
Killingly Barnyard Studio in Wine Country!
10.0 out of 10, Exceptional, (4)
"definitely a really cool place to stay! waking up with the horses was awesome! it was clean and quiet! would stay again"
Killingly Barnyard Studio in Wine Country!
Property grounds
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
10.0 out of 10, Exceptional, (73)
"The pictures don't do this location justice. It was the most beautiful location i would love to spend more time here.The hosts were awesome leaving us drinks in the fridge even. Thank you so much. I will come back."
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Interior
Cozy Canterbury Guest House w/ Shared Pool & Kayak
10.0 out of 10, Exceptional, (2)
"I only gave a four for cleaness because we were the first ones to use the place and there were a few places where there was a little dust from the construction. The location is nice, it was close to what we were doing but out of the way so that it was quiet. Owner was very nice, check-in and out was easy and no contact."
Cozy Canterbury Guest House w/ Shared Pool & Kayak
Property grounds
Luxury 3 br on the water min from casinos beaches and downtown
9.6 out of 10, Exceptional, (7)
"close to DD and the Mohegan Sun casino... great host. beautiful place!! hoping to book this place every year sure the convention in town"
Luxury 3 br on the water min from casinos beaches and downtown
Property grounds
Cozy lake cottage. Bring your boat. New dock at cottage.
10.0 out of 10, Exceptional, (1)
"This adorable cottage was perfect for my husband, 2 small dogs, and me. We docked our fishing boat. Put the dogs on runs and basically lived in the back yard. It was quiet and somewhat shielded from neighbors. The outdoor dining room under the porch was an unexpected gem. The cottage is small, particularly the bedrooms. We slept in one and put our clothes in the other. But it’s super clean and the public space was more than enough room for us. The air conditioners cooled the house well, but if...
Cozy lake cottage. Bring your boat. New dock at cottage.
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See all available properties in Ashford
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.

Other types of properties in Ashford you may be interested in

Front of property
Ashford Motel
2.0 star property
6.0 out of 10, (238)
"Great Staff"
The price is NZ$117
includes taxes & fees
6 Jun - 7 Jun
Ashford Motel
Fridge, microwave, oven, stovetop
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
9.6 out of 10, Exceptional, (8)
"Clean comfortable cottage in a beautiful location. Kitchen and bathroom are well stocked with all the essentials. Would definitely stay here again!"
The price is NZ$660
includes taxes & fees
3 Jun - 4 Jun
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
Courtyard
Wellsworth Hotel
3.0 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful place and great price!"
The price is NZ$211
includes taxes & fees
11 Jun - 12 Jun
Wellsworth Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ashford holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Ashford. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Ashford. Seeing all the best attractions is bound to make you fall in love with Ashford. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Ashford short-term rentals, that won’t be hard to do.

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?

NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos: This holiday home rental outside of Ashford is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Ashford?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Ashford stay.

What can I see and do in Ashford?

While exploring the area, visit family-friendly sights like J. M. Sarnik & Sons' The Old General Store, or get outside and enjoy nature at Tinkerville Brook Reserve. In the wider area, you’ll find Taylor Brooke Winery and University of Connecticut.

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.

Recent reviews of Ashford properties
Expedia verified reviews