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Ashford Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Ashford vacation rentals

Exterior

1. Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (39 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
The price is ￥18,016
￥42,776 total
includes taxes & fees
Sep 17 - Sep 18
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Outdoor dining

2. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (24 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is ￥21,222
￥47,054 total
includes taxes & fees
Sep 20 - Sep 21
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

3. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"Beautiful farm that’s perfect little getaway for one weekend"
United States
Justyn M.
The price is ￥16,906
￥40,266 total
includes taxes & fees
Sep 17 - Sep 18
Treehouse - Countryside - Farm Animals - Fire Pit
Dining

4. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (89 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is ￥73,269
￥119,544 total
includes taxes & fees
Sep 17 - Sep 18
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Terrace/patio

5. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (28 reviews)
"We loved our stay at this lakeside retreat. We were in town for a wedding and in between family gatherings we were able to relax by the lake. The house was comfortable and well stocked so we didn't have to buy every little thing. I would definitely stay again"
United States
Lisa R.
The price is ￥69,809
￥114,991 total
includes taxes & fees
Sep 26 - Sep 27
Stunning Lakefront Escape! Book Your Dream Getaway!
Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (18 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is ￥10,412
￥32,798 total
includes taxes & fees
Sep 24 - Sep 25
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior

7. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (6 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is ￥30,542
￥45,458 total
includes taxes & fees
Sep 20 - Sep 21
Spacious, unique barn with beautiful views.
Exterior detail

8. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.0 out of 10, Wonderful, (4 reviews)
"Great spot, clean and cozy."
United States
Bud n' Mary's Marina B.
The price is ￥37,791
￥48,396 total
includes taxes & fees
Sep 19 - Sep 20
Cozy 1-bedroom cottage in serene Pomfret.
Terrace/patio

9. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is ￥20,053
￥50,325 total
includes taxes & fees
Sep 24 - Sep 25
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior

10. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is ￥27,071
￥39,863 total
includes taxes & fees
Sep 17 - Sep 18
Dove Cabin up in the Trees
Property grounds

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (53 reviews)
"Very cute little place to spend a weekend! My friends, partner, and I slept comfortably. The lake itself is very nice (though weather unfortunately prevented us from going out on it with the kayaks) and it is within a short drive to Hartford, UConn, and plenty of things to do. Connecticut is such a lovely state! The purpose of our trip was so that my partner and I could look at apartments in town. We were already excited to move to CT, but after this trip, we became completely confident in how...
United States
Austin R.
The price is ￥23,878
￥50,289 total
includes taxes & fees
Sep 22 - Sep 23
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Exterior detail

12. Cozy apartment in quiet setting that is very convenient to UConn and ECSU.

Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Mansfield
9.4 out of 10, Exceptional, (3 reviews)
"Super nice place, owners live near the property and are super super nice and accommodating. Great area, very convenient place to get some shuteye in a lovely setting! 5 Stars!"
United States
Owen M.
The price is ￥21,904
￥43,275 total
includes taxes & fees
Sep 28 - Sep 29
Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Exterior

13. The Little Blue Bird

The Little Blue Bird
Willington
10.0 out of 10, Exceptional, (1 review)
"Great place! Great communication! Highly recommended for 1-2 people."
United States
Jeff G.
The price is ￥15,271
￥25,081 total
includes taxes & fees
Sep 29 - Sep 30
The Little Blue Bird
Exterior

14. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (25 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is ￥19,436
￥28,984 total
includes taxes & fees
Sep 17 - Sep 18
Wizard's Roost at Underhill Hollow
Beach nearby

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (48 reviews)
"The property was clean and accommodating."
United States
Ann Marie T.
The price is ￥14,685
￥37,711 total
includes taxes & fees
Sep 17 - Sep 18
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Smart TV, books

16. Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern

Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
Coventry
9.0 out of 10, Wonderful, (11 reviews)
"Perfect place to stay when using it as a base camp to get around the are. Excellent communication from the host. She made it easy to stay there."
United States
Aaron C.
The price is ￥21,101
￥50,643 total
includes taxes & fees
Sep 17 - Sep 18
Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
Property grounds

17. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,436
￥28,984 total
includes taxes & fees
Sep 27 - Sep 28
SteamPunk Bunk House and Intergalactic Way Station
Exterior

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (6 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is ￥18,186
￥33,178 total
includes taxes & fees
Sep 22 - Sep 23
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Interior

19. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,436
￥29,871 total
includes taxes & fees
Sep 22 - Sep 23
The Tree House at Underhill Hollow
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

Red Roof Inn Hartford - Vernon

Red Roof Inn Hartford - Vernon

10/10 Excellent
"Good experience"
Amber 1-night trip
Posted 11 hours ago
Red Roof Inn Hartford - Vernon

Find out more about Ashford

Search for holiday rentals in Ashford on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashford using one of the methods below:

  • View our selection of featured holiday rentals in Ashford
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  • Enter your travel dates to view the best deals on holiday rentals in Ashford while they last

Look no further and take a look at our great range of rental properties in Ashford!

Frequently asked questions

Can I find a vacation rental in Ashford?

Yes, there are vacation rentals near the most popular attractions in Ashford, or you can select a more secluded option if you want a relaxing place to stay. Ashford is known for its coffeehouses and parks.

What's the top vacation rental that Ashford has to offer?

Amazing lake house with everything you need! : Visitors like this Ashford vacation home rental. It is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Ashford?

With 5 Expedia vacation rentals, you're sure 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 Westford Hills Distillery and Josias Byles Sanctuary.

What are vacation rentals like in Ashford?

Vacation rentals are private accommodations you can book for several days or more in Ashford. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.