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Ashford Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Ashford vacation rentals

Outdoor dining

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (25 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (40 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 AED 711
AED 1,387 total
includes taxes & fees
30 Sep - 1 Oct
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (19 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 AED 446
AED 1,049 total
includes taxes & fees
1 Oct - 2 Oct
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Exterior

4. 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 AED 621
AED 1,265 total
includes taxes & fees
21 Oct - 22 Oct
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

5. 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, (54 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 AED 464
AED 1,070 total
includes taxes & fees
28 Sep - 29 Sep
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior

6. 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 AED 727
AED 1,086 total
includes taxes & fees
28 Sep - 29 Sep
Spacious, unique barn with beautiful views.
Interior

7. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is AED 349
AED 673 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Terrace/patio

8. 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 AED 489
AED 1,211 total
includes taxes & fees
26 Oct - 27 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Beach nearby

9. 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, (49 reviews)
"Very peaceful and beautiful area. Well needed relaxing time. Highly recommend! Also Host was exceptional and attentive."
United States
Melissa
The price is AED 361
AED 941 total
includes taxes & fees
28 Sep - 29 Sep
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior

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

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (47 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is AED 438
AED 1,036 total
includes taxes & fees
28 Sep - 29 Sep
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Exterior

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

The Little Blue Bird · 5 Mi UConn · 2 Min I-84
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 AED 394
AED 632 total
includes taxes & fees
28 Sep - 29 Sep
The Little Blue Bird · 5 Mi UConn · 2 Min I-84
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 AED 522
AED 1,027 total
includes taxes & fees
28 Sep - 29 Sep
Cozy apartment in quiet setting that is very convenient to UConn and ECSU.
Exterior

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 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 AED 443
AED 794 total
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Interior

14. 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 AED 463
AED 711 total
includes taxes & fees
27 Sep - 28 Sep
The Tree House at Underhill Hollow
Exterior detail

15. 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 AED 900
AED 1,152 total
includes taxes & fees
27 Sep - 28 Sep
Cozy 1-bedroom cottage in serene Pomfret.
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, (12 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 AED 502
AED 1,206 total
includes taxes & fees
4 Oct - 5 Oct
Walk to Everything! Lake, Park, Dining, Antiques & The Famous Bidwell Tavern
Exterior

17. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 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 AED 463
AED 690 total
includes taxes & fees
27 Sep - 28 Sep
Wizard's Roost at Underhill Hollow
Exterior

18. 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 AED 645
AED 953 total
includes taxes & fees
27 Sep - 28 Sep
Dove Cabin up in the Trees
Property grounds

19. 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 AED 463
AED 690 total
includes taxes & fees
27 Sep - 28 Sep
SteamPunk Bunk House and Intergalactic Way Station
Coffee/tea maker, fridge, microwave, oven

20. Mohegan Sun Getaway Large Group Retreat

Mohegan Sun Getaway Large Group Retreat
Killingly
7.4 out of 10, Good, (3 reviews)
"Great setup. Perfect crash pad for a weekend of the Natchaug Epic bike race in Thompson… slept 8 no problem. Host was helpful and beds were clean, kitchens were just what we needed"
United States
shawn c b.
The price is AED 654
AED 2,110 total
includes taxes & fees
28 Sep - 29 Sep
Mohegan Sun Getaway Large Group Retreat
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

Best Western Manchester

Best Western Manchester

8/10 Good
"The hotel was immaculate, and smelled very clean. However, they don't make up the room for less than three nights, and also don't tell you that. So no clean towels. No more coffee and what I went to ask for that, the staff member was a little short with me. I don't think I got a discount for reduced services on day two. But overall the room was very nice and the hotel was very nice. I didn't eat the breakfast but there was coffee available in the lobby and so that was was nice but it wasn't decaf. Saved me a tip anyway."
Sylvia 2-night trip
Posted 8 hours ago
Best Western Manchester

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.