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Ashford Vacation Rentals

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38 rentals in Ashford.
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Charming Lakefront Cottage, vacation rental in Ashford
Charming Lakefront Cottage, vacation rental in Ashford
Charming Lakefront Cottage, vacation rental in Ashford

Charming Lakefront Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pet-friendly Waterfront Lake Cottage, vacation rental in Ashford
Pet-friendly Waterfront Lake Cottage, vacation rental in Ashford
Pet-friendly Waterfront Lake Cottage, vacation rental in Ashford

Pet-friendly Waterfront Lake Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Peaceful Country Home, vacation rental in Ashford
Peaceful Country Home, vacation rental in Ashford
Peaceful Country Home, vacation rental in Ashford

Peaceful Country Home

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Our Working Farm Socially Distanced: Visits, Vacations, Weddings, and Events, vacation rental in Ashford
Our Working Farm Socially Distanced: Visits, Vacations, Weddings, and Events, vacation rental in Ashford
Our Working Farm Socially Distanced: Visits, Vacations, Weddings, and Events, vacation rental in Ashford

Our Working Farm Socially Distanced: Visits, Vacations, Weddings, and Events

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Go Jump in the Lake!, vacation rental in Ashford
Go Jump in the Lake!, vacation rental in Ashford
Go Jump in the Lake!, vacation rental in Ashford

Go Jump in the Lake!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront Cottage - Sandy Beach, Sunsets & Kayaks! Open 10/11-10/16, vacation rental in Ashford
Lakefront Cottage - Sandy Beach, Sunsets & Kayaks! Open 10/11-10/16, vacation rental in Ashford
Lakefront Cottage - Sandy Beach, Sunsets & Kayaks! Open 10/11-10/16, vacation rental in Ashford

Lakefront Cottage - Sandy Beach, Sunsets & Kayaks! Open 10/11-10/16

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!, vacation rental in Ashford
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!, vacation rental in Ashford
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!, vacation rental in Ashford

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest, vacation rental in Ashford
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest, vacation rental in Ashford
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest, vacation rental in Ashford

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, vacation rental in Ashford
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, vacation rental in Ashford
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, vacation rental in Ashford

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Hillside Lakehouse, Lake View,  Private Beach and Dock, vacation rental in Ashford
Cozy Hillside Lakehouse, Lake View,  Private Beach and Dock, vacation rental in Ashford
Cozy Hillside Lakehouse, Lake View,  Private Beach and Dock, vacation rental in Ashford

Cozy Hillside Lakehouse, Lake View, Private Beach and Dock

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Mansion by the lake, Airline Trail and Wineries! Inground Pool-Jacuzzi., vacation rental in Ashford
Mansion by the lake, Airline Trail and Wineries! Inground Pool-Jacuzzi., vacation rental in Ashford
Mansion by the lake, Airline Trail and Wineries! Inground Pool-Jacuzzi., vacation rental in Ashford

Mansion by the lake, Airline Trail and Wineries! Inground Pool-Jacuzzi.

Rental Home
7 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Country Estate with Pool and Friendly Farm Animals!, vacation rental in Ashford
Country Estate with Pool and Friendly Farm Animals!, vacation rental in Ashford
Country Estate with Pool and Friendly Farm Animals!, vacation rental in Ashford

Country Estate with Pool and Friendly Farm Animals!

Rental Home
6 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Right On, Bolton Lake Home - Lovely lakeside contemporary style home., vacation rental in Ashford
Right On, Bolton Lake Home - Lovely lakeside contemporary style home., vacation rental in Ashford
Right On, Bolton Lake Home - Lovely lakeside contemporary style home., vacation rental in Ashford

Right On, Bolton Lake Home - Lovely lakeside contemporary style home.

Rental Home
3 bedrooms
6 bathrooms
Sleeps 7
Match: Sleeps
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Traditional Lake House near Old Sturbridge Village, vacation rental in Ashford
Traditional Lake House near Old Sturbridge Village, vacation rental in Ashford
Traditional Lake House near Old Sturbridge Village, vacation rental in Ashford

Traditional Lake House near Old Sturbridge Village

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lake front, 3 bedroom, 2 full bath house, vacation rental in Ashford
Lake front, 3 bedroom, 2 full bath house, vacation rental in Ashford
Lake front, 3 bedroom, 2 full bath house, vacation rental in Ashford

Lake front, 3 bedroom, 2 full bath house

Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Your Own Private Luxury Resort - Sturbridge/Brimfield, MA, vacation rental in Ashford
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA, vacation rental in Ashford
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA, vacation rental in Ashford

Your Own Private Luxury Resort - Sturbridge/Brimfield, MA

Rental Home
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Charming Farmhouse on Historic Village Green, vacation rental in Ashford
Charming Farmhouse on Historic Village Green, vacation rental in Ashford
Charming Farmhouse on Historic Village Green, vacation rental in Ashford

Charming Farmhouse on Historic Village Green

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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NEW! Hampton 'Quiet Corner Cottage' w/ Fireplace!, vacation rental in Ashford
NEW! Hampton 'Quiet Corner Cottage' w/ Fireplace!, vacation rental in Ashford
NEW! Hampton 'Quiet Corner Cottage' w/ Fireplace!, vacation rental in Ashford

NEW! Hampton 'Quiet Corner Cottage' w/ Fireplace!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A cozy cottage with charm and comfort, along with beauty and relaxation!, vacation rental in Ashford
A cozy cottage with charm and comfort, along with beauty and relaxation!, vacation rental in Ashford
A cozy cottage with charm and comfort, along with beauty and relaxation!, vacation rental in Ashford

A cozy cottage with charm and comfort, along with beauty and relaxation!

Rental Home
3 bedrooms
0 bathrooms
Sleeps 6
Match: Sleeps
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Reel Simple, Bolton Lake Cottage CT, vacation rental in Ashford
Reel Simple, Bolton Lake Cottage CT, vacation rental in Ashford
Reel Simple, Bolton Lake Cottage CT, vacation rental in Ashford

Reel Simple, Bolton Lake Cottage CT

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Barn Loft, vacation rental in Ashford
Barn Loft, vacation rental in Ashford
Barn Loft, vacation rental in Ashford

Barn Loft

Rental Home
1 bedroom
1 bathroom
Sleeps 15
Match: Sleeps
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Stunning lakefront home on private lake, vacation rental in Ashford
Stunning lakefront home on private lake, vacation rental in Ashford
Stunning lakefront home on private lake, vacation rental in Ashford

Stunning lakefront home on private lake

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Lakefront Coventry Cottage w/ Hot Tub & Views, vacation rental in Ashford
NEW! Lakefront Coventry Cottage w/ Hot Tub & Views, vacation rental in Ashford
NEW! Lakefront Coventry Cottage w/ Hot Tub & Views, vacation rental in Ashford

NEW! Lakefront Coventry Cottage w/ Hot Tub & Views

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Artist get away, vacation rental in Ashford
Artist get away, vacation rental in Ashford
Artist get away, vacation rental in Ashford

Artist get away

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Located on Coventry Lake. Walk out the back door and you are in the lake!, vacation rental in Ashford
Located on Coventry Lake. Walk out the back door and you are in the lake!, vacation rental in Ashford
Located on Coventry Lake. Walk out the back door and you are in the lake!, vacation rental in Ashford

Located on Coventry Lake. Walk out the back door and you are in the lake!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Abigail ‘s Nest, vacation rental in Ashford
Abigail ‘s Nest, vacation rental in Ashford
Abigail ‘s Nest, vacation rental in Ashford

Abigail ‘s Nest

Rental Home
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Little House in the Big Woods, vacation rental in Ashford
Little House in the Big Woods, vacation rental in Ashford
Little House in the Big Woods, vacation rental in Ashford

Little House in the Big Woods

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Gene Pitney Green Room, vacation rental in Ashford
The Gene Pitney Green Room, vacation rental in Ashford
The Gene Pitney Green Room, vacation rental in Ashford

The Gene Pitney Green Room

Condo/Apartment
1 bedroom
4 bathrooms
Sleeps 2
Match: Sleeps
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Quiet Corner Getaway , vacation rental in Ashford
Quiet Corner Getaway , vacation rental in Ashford
Quiet Corner Getaway , vacation rental in Ashford

Quiet Corner Getaway

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events, vacation rental in Ashford
Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events, vacation rental in Ashford
Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events, vacation rental in Ashford

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Rental Home
9 bedrooms
12 bathrooms
Sleeps 22
Match: Sleeps
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A spacious private bedroom with a private full bathroom in a 4-bedroom house, vacation rental in Ashford
A spacious private bedroom with a private full bathroom in a 4-bedroom house, vacation rental in Ashford
A spacious private bedroom with a private full bathroom in a 4-bedroom house, vacation rental in Ashford

A spacious private bedroom with a private full bathroom in a 4-bedroom house

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Your vacation house! great place to create amazing memories..., vacation rental in Ashford
Your vacation house! great place to create amazing memories..., vacation rental in Ashford
Your vacation house! great place to create amazing memories..., vacation rental in Ashford

Your vacation house! great place to create amazing memories...

Rental Home
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Your vacation house ! Great for beautiful memories... year after year..., vacation rental in Ashford
Your vacation house ! Great for beautiful memories... year after year..., vacation rental in Ashford
Your vacation house ! Great for beautiful memories... year after year..., vacation rental in Ashford

Your vacation house ! Great for beautiful memories... year after year...

Rental Home
4 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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RELAXING & COMFORTABLE LAKE FRONT PROPERTY, OPEN TO RENTAL NEGOTIATIONS..., vacation rental in Ashford
RELAXING & COMFORTABLE LAKE FRONT PROPERTY, OPEN TO RENTAL NEGOTIATIONS..., vacation rental in Ashford
RELAXING & COMFORTABLE LAKE FRONT PROPERTY, OPEN TO RENTAL NEGOTIATIONS..., vacation rental in Ashford

RELAXING & COMFORTABLE LAKE FRONT PROPERTY, OPEN TO RENTAL NEGOTIATIONS...

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Talcottville Historic Main Street & Park - Historic Vernon Home, vacation rental in Ashford
Talcottville Historic Main Street & Park - Historic Vernon Home, vacation rental in Ashford
Talcottville Historic Main Street & Park - Historic Vernon Home, vacation rental in Ashford

Talcottville Historic Main Street & Park - Historic Vernon Home

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Private Vernon Home w/ Views, Fast Wi-Fi, vacation rental in Ashford
Spacious Private Vernon Home w/ Views, Fast Wi-Fi, vacation rental in Ashford
Spacious Private Vernon Home w/ Views, Fast Wi-Fi, vacation rental in Ashford

Spacious Private Vernon Home w/ Views, Fast Wi-Fi

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Storrs, CT - Ratcliff Barn, vacation rental in Ashford
Storrs, CT - Ratcliff Barn, vacation rental in Ashford
Storrs, CT - Ratcliff Barn, vacation rental in Ashford

Storrs, CT - Ratcliff Barn

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Treehouse!, vacation rental in Ashford
Treehouse!, vacation rental in Ashford
Treehouse!, vacation rental in Ashford

Treehouse!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Yes, here are some popular vacation rentals in Ashford that have internet access:\n\nSee all vacation rentals in Ashford on Tripadvisor