Ashford Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Ashford vacation rentals

Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.4 out of 10, Exceptional, (34 reviews)
"Adorable cottage in a great location with all the items we needed to enjoy our time. "
United States
Lynn R.
The price is ￥36,951
￥65,110 total
includes taxes & fees
Jun 3 - Jun 4
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Outdoor dining

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (21 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is ￥24,942
￥52,255 total
includes taxes & fees
Jun 7 - Jun 8
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (29 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is ￥27,952
￥40,993 total
includes taxes & fees
Jun 3 - Jun 4
Dove Cabin up in the Trees
Property grounds

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, (48 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is ￥17,498
￥43,112 total
includes taxes & fees
Jun 3 - Jun 4
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is ￥20,068
￥29,927 total
includes taxes & fees
Jun 3 - Jun 4
Wizard's Roost at Underhill Hollow
Interior

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

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (40 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is ￥15,199
￥40,149 total
includes taxes & fees
Jun 3 - Jun 4
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Beach nearby

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.4 out of 10, Exceptional, (44 reviews)
"We had an awesome stay for Thanksgiving week!"
United States
Jamie S.
The price is ￥20,818
￥47,409 total
includes taxes & fees
Jun 3 - Jun 4
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3 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 ￥26,518
￥42,123 total
includes taxes & fees
Jun 3 - Jun 4
Spacious, unique barn with beautiful views.

Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
10.0 out of 10, Exceptional, (154 reviews)
"The stay was clean and neat, the host responded to messages quickly, very enjoyable to stay for the weekend!"
United States
Manny D.
Go Jump in the Lake!
1 bedroom, desk, iron/ironing board, WiFi

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (33 reviews)
"The tree house matched the description perfectly! The host was very responsive, the house was clean, and the temperature was comfortable. All instructions were provided prior to our arrival and easy to understand. The manager was friendly and we loved spending time with the animals. It was a little pricey but I would stay again. Great getaway for my husband and i to connect with nature!"
United States
Pattie
The price is ￥21,024
￥47,272 total
includes taxes & fees
Jun 3 - Jun 4
Treehouse - Countryside - Farm Animals - Fire Pit
Smart TV

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is ￥13,761
￥19,011 total
includes taxes & fees
Jun 7 - Jun 8
Entire guest suite in South Windsor, Connecticut
Terrace/patio

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, (39 reviews)
"Nice place. "
United States
Liz Y.
The price is ￥23,891
￥55,944 total
includes taxes & fees
Jun 3 - Jun 4
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (3 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is ￥19,112
￥25,164 total
includes taxes & fees
Jun 4 - Jun 5
Humble Abode #2
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (37 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is ￥20,068
￥30,843 total
includes taxes & fees
Jun 3 - Jun 4
The Tree House at Underhill Hollow
2 bedrooms, desk, iron/ironing board, WiFi

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 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 ￥12,105
￥35,900 total
includes taxes & fees
Jun 3 - Jun 4
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥20,068
￥29,927 total
includes taxes & fees
Jun 3 - Jun 4
SteamPunk Bunk House and Intergalactic Way Station
Sailing, kayaking, fishing

Wonderful Suite In a Charming Bed and Breakfast for a Weekend Getaway near Shenipsit State Forest, Connecticut

Wonderful Suite In a Charming Bed and Breakfast for a Weekend Getaway near Shenipsit State Forest, Connecticut
Stafford Springs
The price is ￥30,102
￥37,236 total
includes taxes & fees
Jun 3 - Jun 4
Wonderful Suite In a Charming Bed and Breakfast for a Weekend Getaway near Shenipsit State Forest, Connecticut
Interior

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is ￥23,891
￥55,329 total
includes taxes & fees
Jun 3 - Jun 4
Trainmaster's Inn - Caboose
Exterior

The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (32 reviews)
"Loved the carriage house and nicely decorated with all the artwork! I wish we could have stayed longer. If I need a place to stay in the area, I will definitely be staying there!"
United States
Patti G.
The price is ￥19,112
￥34,959 total
includes taxes & fees
Jul 1 - Jul 2
The Carriage House at Chaprae Hall
Fridge, microwave, stovetop, coffee/tea maker

Charming Luxury 1BR Near Downtown. Dog Friendly!

Charming Luxury 1BR Near Downtown. Dog Friendly!
Manchester
9.4 out of 10, Exceptional, (13 reviews)
"Amazing stay. Easy check-in/access and Karl was quick to answer any questions I had. The place was immaculate, clean and modern with all the amenities you’ll need. Very convenient and walkable to coffee shops, bars & restaurants. We’ll be back."
United States
Todd L.
The price is ￥17,918
￥58,712 total
includes taxes & fees
Jun 13 - Jun 14
Charming Luxury 1BR Near Downtown. Dog Friendly!
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"I stayed in the Chamberlain House which is a new building. The room was excellent- clean and quiet! The restaurant is very good and the bakery is excellent!"
Debra 4-night trip
Posted 2 hours ago
Publick House Historic Inn and Country Motor Lodge

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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  • 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?

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 Westford Hills Distillery and Fenton-Ruby Park and Wildlife Preserve.

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.