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Ashford Vacation Rentals

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Vacation Rentals in Ashford

Tentrr Signature Site - Your Huckleberry Farms Backwoods Edition

Tentrr Signature Site - Your Huckleberry Farms Backwoods Edition

Ashford, CT
The price is $138 per night from Aug 2 to Aug 2
Situated in the mountains, this property is within 9 mi (15 km) of Chaplin Museum, University of Connecticut, and Mansfield Hollow State Park. William Benton ...
Tentrr Signature Site - Your Huckleberry Farms Backwoods Edition
Tentrr Signature Site - Beaver Pond Camping

Tentrr Signature Site - Beaver Pond Camping

Somers, CT
The price is $144 per night from Aug 3 to Aug 3
Situated on the waterfront, this property is within 6 mi (10 km) of Johnson Memorial Medical Center: Johnson Memorial Hospital, Johnson Memorial Hospital, and ...
Tentrr Signature Site - Beaver Pond Camping
Andrew Clark House 1700's Get Away!

Andrew Clark House 1700's Get Away!

Jewett City, CT
The price is $149 per night from Aug 4 to Aug 4
Set in Jewett City, this family-friendly vacation home is within 9 mi (15 km) of Hopeville Pond State Park, Norwichtown Mall, and Preston Highway Park. Mohegan ...
5/5Exceptional! (1 review)
Short and sweet.
"The property was beautiful. The main house (which is grand) is across from the suite we stayed at. The owners live in the home, but go about their daily lives with no intrusion. The suite has a private entrance a huge bathroom. The living consist of a living room and a big bedroom. There is a pull-out ..."

Reviewed on Jun 15, 2021

Andrew Clark House 1700's Get Away!
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Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Pomfret, CT
The price is $390 per night from Aug 2 to Aug 2
Situated in Pomfret, this vacation home is within 9 mi (15 km) of Mashamoquet Brook State Park, Nathaniel Lyon Memorial Park, and Sharpe Hill Vineyard. Martha's ...
4.9/5Exceptional! (19 reviews)
Amazing stay!
"We rented this property as a homemade for a work trip. Was so comfortable and a great place to lay our heads."

Reviewed on Jul 26, 2021

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest
Easy Drives to Casinos and Beaches

Easy Drives to Casinos and Beaches

Norwich, CT
Situated on a river, this property is within 6 mi (10 km) of Norwichtown Mall, Mohegan Sun Golf Club, and Spirit of Broadway Theater. Mohegan Park and Memorial ...
3/5 (2 reviews)
It was peaceful and comfortable we had an amazing time thank u linda
"Comfortable and covenant"

Reviewed on Jul 9, 2021

Easy Drives to Casinos and Beaches
Lakefront Cottage - Sandy Beach, Sunsets & Kayaks!

Lakefront Cottage - Sandy Beach, Sunsets & Kayaks!

Holland, MA
The price is $325 per night from Aug 21 to Aug 21
This Holland cottage is on the beach, 2.9 mi (4.6 km) from Bigelow Hollow State Park, and within 9 mi (15 km) of Westville Recreation Area and Old Sturbridge ...
5/5Exceptional! (45 reviews)
Comfortable & Relaxing!
"My husband & our two kids (10 & 12) had the pleasure of this wonderful lake house for 2 weeks this summer. The house was cozy, clean, and the location itself can’t be beat. Steps from a secluded yard and private beach! Even our pup had a great time- learning to swim and befriending ducks! The owners ..."

Reviewed on Jul 27, 2021

Lakefront Cottage - Sandy Beach, Sunsets & Kayaks!
Reel Simple, Bolton Lake Cottage CT

Reel Simple, Bolton Lake Cottage CT

Bolton, CT
Situated in Bolton, this vacation home is 0.9 mi (1.5 km) from Bolton Notch State Park and within 6 mi (10 km) of Manchester Memorial Hospital and Charter Oak ...
4.8/5Exceptional! (5 reviews)
Family week at Bolton Lake
"Great location. Safe and comfortable for our family. Three adults and two young children. Great to have two full bathrooms and great WiFi and air conditioning. Well appointed and welcoming."

Reviewed on Jul 12, 2021

Reel Simple, Bolton Lake Cottage CT
New! Lakefront Cottage w/ Fire Pit, Grill & Views!

New! Lakefront Cottage w/ Fire Pit, Grill & Views!

Coventry, CT
Located in Coventry Lake, this cottage is 2 mi (3.2 km) from Nathan Hale Homestead and within 9 mi (15 km) of University of Connecticut and Bolton Notch State ...
4.5/5Wonderful! (2 reviews)
Perfect Getaway
"We loved everything about the property and house it is clean super charming has everything you need (but if you are a coffee lover like us please bring your coffee pot and coffee). Would highly recommend it and we are going to go back for sure."

Reviewed on May 24, 2021

New! Lakefront Cottage w/ Fire Pit, Grill & Views!
Sturbridge RV Resort - Campground

Sturbridge RV Resort - Campground

1.5 out of 5
19 Mashapaug Rd., Sturbridge, MA
Located in Sturbridge, this family-friendly campground is 1.9 mi (3.1 km) from Westville Recreation Area, and within 6 mi (10 km) of Old Sturbridge Village and ...
3.4/5 (5 reviews)
Don't rent their cabins
"Once I brushed away the dead cockroaches it was almost bearable. Had to change reservation dates, they okayed it them have charged me for the days I was not there. Trying to get a two night refund but there is only one person in the whole place that can authorize and she is only in on Thursdays. ..."

Reviewed on May 16, 2018

Sturbridge RV Resort - Campground
Webster Lake - 3BR / 2 Bath Apartment

Webster Lake - 3BR / 2 Bath Apartment

Webster, MA
Situated in Webster, this vacation home is 0.1 mi (0.1 km) from Lake Chaubunagungamaug and within 9 mi (15 km) of Indian Ranch and Buck Hill Management Area. ...
Webster Lake - 3BR / 2 Bath Apartment
New! Hampton 'quiet Corner Cottage' w/ Fireplace!

New! Hampton 'quiet Corner Cottage' w/ Fireplace!

Hampton, CT
Set amidst the mountains, this ski-in/ski-out cottage in Hampton is within 6 mi (10 km) of Sharpe Hill Vineyard and Nathaniel Lyon Memorial Park and close to ...
5/5Exceptional! (1 review)
Terrific Comfortable Stay!
"Had a great time at this property. Thanks to Doug for being more than helpful and supplying us with everything we needed during our stay. Definitely would book this place again!"

Reviewed on May 10, 2021

New! Hampton 'quiet Corner Cottage' w/ Fireplace!
Country Estate With Pool

Country Estate With Pool

Southbridge, MA
Located on the waterfront, this family-friendly vacation home is within 9 mi (15 km) of Westville Recreation Area, Old Sturbridge Village, and Bigelow Hollow ...
4.9/5Exceptional! (20 reviews)
Great stay!
"great stay at the Southbridge property. We loved exploring the pond, the patios, and the pool. Fun day trip to Treehouse brewery too! The house was very clean and well-maintained, had everything we needed from kitchen supplies to pool toys. Thank you!"

Reviewed on Jul 21, 2021

Country Estate With Pool
Antique farm house on pond

Antique farm house on pond

Stafford, CT
Situated in Stafford, this property is 1.1 mi (1.8 km) from Bigelow Hollow State Park and within 9 mi (15 km) of Westville Recreation Area and Streeter Point ...
Antique farm house on pond
Webster Lake - Two Apartments

Webster Lake - Two Apartments

Webster, MA
Situated in Webster, this vacation home is 0.1 mi (0.1 km) from Lake Chaubunagungamaug and within 9 mi (15 km) of Indian Ranch and Thompson International Speedway. ...
5/5Exceptional! (1 review)
Webster lake stay
"We very much appreciated the responsiveness of the owners when we had questions. They went above and beyond. The layout worked wonderfully for our family group of six adults and two children and we enjoyed the lake access and easy proximity to activities."

Reviewed on Jul 26, 2021

Webster Lake - Two Apartments
Serene 4-acre Estate on Private Lake With hot tub

Serene 4-acre Estate on Private Lake With hot tub

Woodstock, CT
Situated in Woodstock, this property is within 9 mi (15 km) of Taylor Brooke Winery, Bigelow Hollow State Park, and Roseland Cottage. Woodstock Golf Course and ...
Serene 4-acre Estate on Private Lake With hot tub
Vacation House, With Strong Wifi to Work and Study Remotely

Vacation House, With Strong Wifi to Work and Study Remotely

Somers, CT
Situated in Somers, this vacation home is 2.4 mi (3.9 km) from Scantic River State Park and within 6 mi (10 km) of Johnson Memorial Hospital and Johnson Memorial ...
Vacation House, With Strong Wifi to Work and Study Remotely
Quiet, Artsy and Everything you Need

Quiet, Artsy and Everything you Need

Southbridge, MA
This family-friendly Southbridge apartment building is located on a lake, 2.5 mi (4.1 km) from Westville Recreation Area, and within 9 mi (15 km) of Old Sturbridge ...
4.5/5Wonderful! (6 reviews)
Southbridge Fantastic
"First rate accommodation. Lovingly decorated. Beds were super comfortable, kitchen had everything you could need. Location was on a quiet street with lots of mature trees. It was the perfect place to visit with siblings. Plan on returning next fall."

Reviewed on Nov 2, 2019

Quiet, Artsy and Everything you Need
Go Jump in the Lake!

Go Jump in the Lake!

Lebanon, CT
This family-friendly Lebanon cottage is located by the sea, 0.2 mi (0.4 km) from Amston Lake, and within 6 mi (10 km) of Colchester Historical Society Museum ...
4.9/5Exceptional! (63 reviews)
Looking forward to jumping in the lake annually
"My family and I stayed at this property - our first time renting a lake house and was successful. We couldn't ask for a better experience. Host Todd provided everything to make our stay the best it could be. Little ones were able to try out fishing, canoeing and making smores over the fire pit for ..."

Reviewed on Jul 19, 2021

Go Jump in the Lake!
Enjoy the Fun of a Lakefront Getaway, While Only Minutes From Local Attractions!

Enjoy the Fun of a Lakefront Getaway, While Only Minutes From Local Attractions!

Holland, MA
This family-friendly Holland vacation home is located on a lake, 1.6 mi (2.6 km) from Bigelow Hollow State Park, and within 9 mi (15 km) of Westville Recreation ...
4.8/5Exceptional! (57 reviews)
Family lake house
"This house was so lovely. My family had a amazing week! House had everything you could think of. Plenty of space! Outdoor space was wonderful! Can't wait to go back next summer!!"

Reviewed on Jul 25, 2021

Enjoy the Fun of a Lakefront Getaway, While Only Minutes From Local Attractions!
Spacious Apartment, Lovely Lake, Uconn, Ecsu, 2 BR

Spacious Apartment, Lovely Lake, Uconn, Ecsu, 2 BR

Columbia, CT
This family-friendly Columbia vacation home is located near the beach, 1.4 mi (2.3 km) from Mono Pond State Park, and within 6 mi (10 km) of Jacc Healthcare ...
Spacious Apartment, Lovely Lake, Uconn, Ecsu, 2 BR
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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.

Everything you need to know about Ashford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on … and on. 

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ashford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashford. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year. is the cheapest month to visit, with the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, Ashford vacation rentals range between $138 per night and $390 per night.

How to find incredible deals on Ashford rentals

At Expedia, we put the best Ashford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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