Ashford Holiday Rentals

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Check prices for these dates

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Ashford

Outdoor dining
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Holiday Home in Ashford

9.4 out of 10, Exceptional, (19)
"We had a nice getaway after a tour of our alma mater, UCONN. This welcoming and very well decorated home gave us a nice place to rest and connect after our busy day."
United States
Andrea F.
The price is HK$1,588
HK$3,025 total
includes taxes & fees
9 Dec - 10 Dec
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cabin in Ashford

9.2 out of 10, Wonderful, (25)
"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 HK$1,588
HK$3,025 total
includes taxes & fees
17 Dec - 18 Dec
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior
Wizard's Roost at Underhill Hollow

Holiday Home in North Grosvenordale

9.6 out of 10, Exceptional, (20)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is HK$771
HK$1,221 total
includes taxes & fees
6 Dec - 7 Dec
Wizard's Roost at Underhill Hollow
Property grounds
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

8.8 out of 10, Excellent, (48)
"Very nice place to get away and enjoy the lake! Host responded very quickly and was very helpful! Would book again. "
United States
Rachel G.
The price is HK$856
HK$2,035 total
includes taxes & fees
10 Dec - 11 Dec
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Exterior
The Carriage House at Chaprae Hall

Apartment in Killingly

10.0 out of 10, Exceptional, (30)
"Great stay. Very quiet and convenient for a work event."
United States
sandra P.
The price is HK$701
HK$1,409 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Carriage House at Chaprae Hall
Private kitchen
Trainmaster's Inn - Caboose

Cottage in Palmer

9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is HK$1,168
HK$2,550 total
includes taxes & fees
7 Dec - 8 Dec
Trainmaster's Inn - Caboose
Exterior
Charming 2-bedroom apartment in welcoming Putnam

Apartment in Putnam

9.0 out of 10, Wonderful, (2)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is HK$644
HK$1,344 total
includes taxes & fees
15 Dec - 16 Dec
Charming 2-bedroom apartment in welcoming Putnam
Exterior
The Tree House at Underhill Hollow

Holiday Home in Thompson

9.4 out of 10, Exceptional, (34)
"We had a magical stay! Hosts were accommodating to our needs and eager to make our visit the best."
United States
Grahame E.
The price is HK$841
HK$1,346 total
includes taxes & fees
6 Dec - 7 Dec
The Tree House at Underhill Hollow
Interior
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Apartment in Willington

9.6 out of 10, Exceptional, (11)
"Very educational and fun time on the farm"
United States
David S.
The price is HK$654
HK$1,834 total
includes taxes & fees
8 Dec - 9 Dec
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Holiday Home in Coventry Lake

9.8 out of 10, Exceptional, (34)
"Comfortable and as described "
United States
Stephanie
The price is HK$926
HK$2,116 total
includes taxes & fees
8 Dec - 9 Dec
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Cottage in Stafford

9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
The price is HK$911
HK$2,407 total
includes taxes & fees
9 Dec - 10 Dec
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior
SteamPunk Bunk House and Intergalactic Way Station

Holiday Home in Thompson

10.0 out of 10, Exceptional, (14)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$841
HK$1,301 total
includes taxes & fees
6 Dec - 7 Dec
SteamPunk Bunk House and Intergalactic Way Station
Fridge, microwave, oven, stovetop
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!

Apartment in Manchester

10.0 out of 10, Exceptional, (2)
"Very nice apartment space, fully equipped."
United States
Michele M.
The price is HK$669
HK$2,398 total
includes taxes & fees
7 Dec - 8 Dec
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Cabin in Willington

9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is HK$802
HK$2,043 total
includes taxes & fees
9 Dec - 10 Dec
Treehouse - Countryside - Farm Animals - Fire Pit
Fridge, microwave, oven, stovetop
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Holiday Home in Windham

9.8 out of 10, Exceptional, (8)
"Great house for family visit with our USCG cadet. The owners were very flexible and responsive to our needs. The property was clean and spacious we will use again! "
United States
Mark M.
The price is HK$1,401
HK$4,600 total
includes taxes & fees
13 Dec - 14 Dec
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Property grounds
Humble Abode #2

Apartment in Manchester Center

2.0 star property
The price is HK$747
HK$1,015 total
includes taxes & fees
6 Dec - 7 Dec
Humble Abode #2
Dining
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

9.6 out of 10, Exceptional, (38)
"Pet and family, friendly"
United States
Mary-Kate G
The price is HK$1,074
HK$2,372 total
includes taxes & fees
10 Dec - 11 Dec
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior
Spacious, unique barn with beautiful views.

Holiday Home in Hampton

10.0 out of 10, Exceptional, (3)
"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 HK$1,296
HK$2,059 total
includes taxes & fees
7 Dec - 8 Dec
Spacious, unique barn with beautiful views.
Fridge, microwave, oven, stovetop
Modern & Cozy Cape | 4 Bedroom House | Central Location

Holiday Home in Manchester Center

10.0 out of 10, Exceptional, (5)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is HK$1,004
HK$2,275 total
includes taxes & fees
7 Dec - 8 Dec
Modern & Cozy Cape | 4 Bedroom House | Central Location
Interior
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Apartment in Webster

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is HK$1,401
HK$3,234 total
includes taxes & fees
6 Dec - 7 Dec
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
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

10/10 Excellent
"Clean quiet "
Dan 1-night trip
Posted 2 days ago
Best Western Manchester

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:

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

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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?

Tinkerville Brook Reserve and Ashford Town Green 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.