Ashford Vacation Rentals

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Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
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Nov 21 - Nov 23
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Dec 19 - Dec 21

Vacation Rentals in Ashford

Our top choices for Ashford vacation rentals

Amazing lake house with everything you need!
Dining

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (17)
"Great time, lovely location, easy to access and beautiful lake!"
Amazing lake house with everything you need!
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior

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

9.0 out of 10, Wonderful, (21)
"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! "
The price is ￥18,304
￥42,136 total
includes taxes & fees
Sep 29 - Sep 30
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Outdoor dining

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

9.4 out of 10, Exceptional, (15)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is ￥17,713
￥41,308 total
includes taxes & fees
Sep 28 - Sep 29
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

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

9.8 out of 10, Exceptional, (25)
"This prperty was GREAT! Clean, and very accomadating. Had everything you would need staying there. Didn't get to use the lake but sitting on the deck was relaxing. Will book again. 10 Stars!! Thank You!"
The price is ￥7,307
￥32,870 total
includes taxes & fees
Sep 29 - Sep 30
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Brimfield Waterfront cottage
Property grounds

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (9)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage
The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.4 out of 10, Exceptional, (32)
"My 10 year old loved this stay! Meeting the goats and sheep was fun and it was located in a nice area. Would love to visit again!"
The price is ￥15,942
￥25,529 total
includes taxes & fees
Sep 26 - Sep 27
The Tree House at Underhill Hollow
Peaceful WATERFRONT Cottage Near Mystic and Casinos
Fridge, microwave, oven, stovetop

Peaceful WATERFRONT Cottage Near Mystic and Casinos

9.2 out of 10, Wonderful, (52)
"It was a great stay. Good space. A great place to come back to after exploring Connecticut for a few days. The pond access and kayaks were a great bonus "
Peaceful WATERFRONT Cottage Near Mystic and Casinos
Dove Cabin up in the Trees
Exterior

Dove Cabin up in the Trees

9.8 out of 10, Exceptional, (23)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is ￥25,906
￥37,992 total
includes taxes & fees
Sep 28 - Sep 29
Dove Cabin up in the Trees
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds

Treehouse - Countryside - Farm Animals - Fire Pit

9.4 out of 10, Exceptional, (27)
"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!"
The price is ￥21,551
￥46,313 total
includes taxes & fees
Sep 28 - Sep 29
Treehouse - Countryside - Farm Animals - Fire Pit
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
Property grounds

NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

8.8 out of 10, Excellent, (76)
"It was cozy and relaxing, definitely what we needed! We spent a lot of time outdoors enjoying the fire pit, fishing, and kayaking. "
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
Spacious 2 Bedroom 1 Bath apt
Dining

Spacious 2 Bedroom 1 Bath apt

10.0 out of 10, Exceptional, (1)
"Great host and excellent apartment "
The price is ￥19,994
￥48,551 total
includes taxes & fees
Sep 29 - Sep 30
Spacious 2 Bedroom 1 Bath apt
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Exterior

Secluded 2-Acre Lakefront Home! Book Your Getaway!

9.8 out of 10, Exceptional, (73)
"We enjoyed our stay, especially sitting on the deck and listening to the birds. We would definitely love to return again sometime."
The price is ￥59,528
￥99,077 total
includes taxes & fees
Oct 22 - Oct 23
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Wizard's Roost at Underhill Hollow
Exterior

Wizard's Roost at Underhill Hollow

9.6 out of 10, Exceptional, (17)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
The price is ￥14,613
￥23,152 total
includes taxes & fees
Sep 28 - Sep 29
Wizard's Roost at Underhill Hollow
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Outdoor dining

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (114)
"The weather didn’t cooperate enough for us to enjoy the water, but it was lovely to look at"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Go Jump in the Lake!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (144)
"owner was super nice and the environment was great i would come back "
Go Jump in the Lake!
Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Property grounds

Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

10.0 out of 10, Exceptional, (4)
"Stay was wonderful! Everythjng was nice, tidy, and organized! Had just enough for what i needed! Will definitely stay again!"
Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Spa

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

2.0 star property
9.8 out of 10, Exceptional, (16)
"Great stay! Very clean and easily accessible"
The price is ￥14,733
￥25,054 total
includes taxes & fees
Oct 5 - Oct 6
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Interior

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

9.8 out of 10, Exceptional, (32)
"Comfortable and as described "
The price is ￥21,846
￥46,652 total
includes taxes & fees
Oct 1 - Oct 2
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Fridge, microwave, oven, stovetop

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

10.0 out of 10, Exceptional, (1)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
The price is ￥20,518
￥44,409 total
includes taxes & fees
Oct 9 - Oct 10
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

9.4 out of 10, Exceptional, (11)
"House was great & close to where we needed to be. "
The price is ￥19,042
￥43,302 total
includes taxes & fees
Sep 29 - Sep 30
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
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
"great overall property but Motor Inn rooms just a bit aged - great value however!"
David 1-night trip
Posted 4 days ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Ashford

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
  • Use the map to find apartments and other holiday homes in the Ashford neighbourhood you prefer
  • 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?

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD: This Ashford vacation home rental is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and an arcade game room. Our travelers also rate Amazing lake house with everything you need! as a favorite home for rent in Ashford.

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 Rankin Preserve and Westford Hills Distillery.

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.