Book Holiday Homes in Ashford

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Featured Holiday Homes in Ashford

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

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

Griswold
Located in Jewett City, this vacation home is on the waterfront, a 5-minute drive from Clayville Pond and 6 minutes from Hopeville Pond State Park.
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
The Bungalow at Eagleville Lake 
Under 3 miles to UCONN!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Coventry
With a stay at this vacation home in Coventry, you'll be on the waterfront, within a 5-minute drive of University of Connecticut and J. M. Sarnik & Sons' The ...
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford
Located in Ashford, this vacation home is on a lake, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Amazing lake house with everything you need!
Save an average of 15% on thousands of hotels when you're signed in
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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

Ashford
The price is AU$476 per night from 9 Apr to 10 Apr
AU$476
includes taxes & fees
9 Apr - 10 Apr
Located in Ashford, this vacation home is on the waterfront, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Home in the woods

Home in the woods

Monson
Located in Monson, this vacation home is in a rural location, within a 10-minute drive of Crane Hill Disc Golf Course and Quaboag River.
Home in the woods
Charming Farmhouse w/ Pool & Fishing Pond!

Charming Farmhouse w/ Pool & Fishing Pond!

Bolton
With a stay at this vacation home in Bolton, you'll be within a 15-minute drive of Connecticut Convention Center and XL Center.
Charming Farmhouse w/ Pool & Fishing Pond!
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Woodstock
The price is AU$1,032 per night from 4 Apr to 5 Apr
AU$1,032
includes taxes & fees
4 Apr - 5 Apr
When you stay at this vacation home in Woodstock, you'll be on the beach, within a 5-minute drive of Taylor Brooke Winery and Roseland Cottage.
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!

Sturbridge
The price is AU$1,147 per night from 6 Apr to 7 Apr
AU$1,147
includes taxes & fees
6 Apr - 7 Apr
When you stay at this vacation home in Sturbridge, you'll be on the waterfront, within a 5-minute drive of Old Sturbridge Village and St. Anne's Shrine.
Lake House in Sturbridge w/All the Views!
Cozy 2 Bedroom Family Stay

Cozy 2 Bedroom Family Stay

Manchester
With a stay at this vacation home in Manchester (Manchester Center), you'll be within a 15-minute drive of Connecticut Convention Center and XL Center.
Cozy 2 Bedroom Family Stay
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See all available properties in Ashford
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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.

Ashford Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Ashford vacation homes are the perfect way for you to wing it.

Holiday houses in Ashford let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Ashford in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Ashford adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Ashford with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Ashford vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Ashford Holiday Homes essential information

Accommodation
86 Holiday Homes
Lowest Price
AU$115
Highest Price
AU$1,147
Popular accommodation
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos, The Bungalow at Eagleville Lake Under 3 miles to UCONN! , Amazing lake house with everything you need! , Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD, Home in the woods, Charming Farmhouse w/ Pool & Fishing Pond!, Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!, Lake House in Sturbridge w/All the Views!, Cozy 2 Bedroom Family Stay

Top trending hotels in Ashford

Ashford Motel

Ashford Motel

2 out of 5
26 Ashford Motel Road, Ashford, CT
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 4 Apr to 5 Apr
AU$115
includes taxes & fees
4 Apr - 5 Apr
Located in Ashford, Ashford Motel is within a 15-minute drive of Bigelow Hollow State Park and Stafford Motor Speedway.
Ashford Motel
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

Ashford
The price is AU$456 per night from 7 Apr to 8 Apr
AU$456
includes taxes & fees
7 Apr - 8 Apr
Located in Ashford, this vacation home is on the waterfront, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford
Located in Ashford, this vacation home is on a lake, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Amazing lake house with everything you need!
Save an average of 15% on thousands of hotels when you're signed in
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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

Ashford
The price is AU$476 per night from 9 Apr to 10 Apr
AU$476
includes taxes & fees
9 Apr - 10 Apr
Located in Ashford, this vacation home is on the waterfront, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Don't see what you're looking for?
See all available properties in Ashford
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.