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Dover Plains Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Dover Plains.
Charming Cottage with Fireplace, Great Kitchen & Pool on Private 5 Acres, vacation rental in Dover Plains
Charming Cottage with Fireplace, Great Kitchen & Pool on Private 5 Acres, vacation rental in Dover Plains
Charming Cottage with Fireplace, Great Kitchen & Pool on Private 5 Acres, vacation rental in Dover Plains

Charming Cottage with Fireplace, Great Kitchen & Pool on Private 5 Acres

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Glamping, family fun, pet friendly, vacation rental in Dover Plains
Glamping, family fun, pet friendly, vacation rental in Dover Plains
Glamping, family fun, pet friendly, vacation rental in Dover Plains

Glamping, family fun, pet friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Campers Paradise, cozy tents,  hot showers, free wifi, pet firndly, vacation rental in Dover Plains
Campers Paradise, cozy tents,  hot showers, free wifi, pet firndly, vacation rental in Dover Plains
Campers Paradise, cozy tents,  hot showers, free wifi, pet firndly, vacation rental in Dover Plains

Campers Paradise, cozy tents, hot showers, free wifi, pet firndly

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rare, peaceful glamping, hot shower, mini golf near appalachian trail, vacation rental in Dover Plains
Rare, peaceful glamping, hot shower, mini golf near appalachian trail, vacation rental in Dover Plains
Rare, peaceful glamping, hot shower, mini golf near appalachian trail, vacation rental in Dover Plains

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful mountaintop getaway for peace and quiet, vacation rental in Dover Plains
Beautiful mountaintop getaway for peace and quiet, vacation rental in Dover Plains
Beautiful mountaintop getaway for peace and quiet, vacation rental in Dover Plains

Beautiful mountaintop getaway for peace and quiet

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hudson Valley in A-Frame w/ Pool, vacation rental in Dover Plains
Hudson Valley in A-Frame w/ Pool, vacation rental in Dover Plains
Hudson Valley in A-Frame w/ Pool, vacation rental in Dover Plains

Hudson Valley in A-Frame w/ Pool

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Fabulous 4 Season Resort Home  on the Ten Mile River, vacation rental in Dover Plains
Fabulous 4 Season Resort Home  on the Ten Mile River, vacation rental in Dover Plains
Fabulous 4 Season Resort Home  on the Ten Mile River, vacation rental in Dover Plains

Fabulous 4 Season Resort Home on the Ten Mile River

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Horse Farm, vacation rental in Dover Plains
Beautiful Horse Farm, vacation rental in Dover Plains
Beautiful Horse Farm, vacation rental in Dover Plains

Beautiful Horse Farm

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious Log Home, Heated, Salt Water Gunnite Pool and Chef's Dream Kitchen!, vacation rental in Dover Plains
Spacious Log Home, Heated, Salt Water Gunnite Pool and Chef's Dream Kitchen!, vacation rental in Dover Plains
Spacious Log Home, Heated, Salt Water Gunnite Pool and Chef's Dream Kitchen!, vacation rental in Dover Plains

Spacious Log Home, Heated, Salt Water Gunnite Pool and Chef's Dream Kitchen!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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The following properties within 20 miles of Dover Plains match all your filters:
Tower Hill - Hilltop Country Retreat with Panoramic Views, vacation rental in Dover Plains
Tower Hill - Hilltop Country Retreat with Panoramic Views, vacation rental in Dover Plains
Tower Hill - Hilltop Country Retreat with Panoramic Views, vacation rental in Dover Plains

Tower Hill - Hilltop Country Retreat with Panoramic Views

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Welcome to the Lake: Your 4-Season Private Paradise Awaits!, vacation rental in Dover Plains
Welcome to the Lake: Your 4-Season Private Paradise Awaits!, vacation rental in Dover Plains
Welcome to the Lake: Your 4-Season Private Paradise Awaits!, vacation rental in Dover Plains

Welcome to the Lake: Your 4-Season Private Paradise Awaits!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
More info
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The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley, vacation rental in Dover Plains
The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley, vacation rental in Dover Plains
The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley, vacation rental in Dover Plains

The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Stylish and modern house in the quaint town of Millbrook., vacation rental in Dover Plains
Stylish and modern house in the quaint town of Millbrook., vacation rental in Dover Plains
Stylish and modern house in the quaint town of Millbrook., vacation rental in Dover Plains

Stylish and modern house in the quaint town of Millbrook.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spectacular Short Term Vacation Rental in Kent, vacation rental in Dover Plains
Spectacular Short Term Vacation Rental in Kent, vacation rental in Dover Plains
Spectacular Short Term Vacation Rental in Kent, vacation rental in Dover Plains

Spectacular Short Term Vacation Rental in Kent

Rental Home
3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Country Studio in private setting, vacation rental in Dover Plains
Country Studio in private setting, vacation rental in Dover Plains
Country Studio in private setting, vacation rental in Dover Plains

Country Studio in private setting

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Peaceful Millbrook Stay with views of The Golf and Tennis Club., vacation rental in Dover Plains
Peaceful Millbrook Stay with views of The Golf and Tennis Club., vacation rental in Dover Plains
Peaceful Millbrook Stay with views of The Golf and Tennis Club., vacation rental in Dover Plains

Peaceful Millbrook Stay with views of The Golf and Tennis Club.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Pine Grove 3, vacation rental in Dover Plains
Club Getaway Pine Grove 3, vacation rental in Dover Plains
Club Getaway Pine Grove 3, vacation rental in Dover Plains

Club Getaway Pine Grove 3

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Pine Grove 2, vacation rental in Dover Plains
Club Getaway Pine Grove 2, vacation rental in Dover Plains
Club Getaway Pine Grove 2, vacation rental in Dover Plains

Club Getaway Pine Grove 2

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Valley View 2, vacation rental in Dover Plains
Club Getaway Valley View 2, vacation rental in Dover Plains
Club Getaway Valley View 2, vacation rental in Dover Plains

Club Getaway Valley View 2

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Lake View 2, vacation rental in Dover Plains
Club Getaway Lake View 2, vacation rental in Dover Plains
Club Getaway Lake View 2, vacation rental in Dover Plains

Club Getaway Lake View 2

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Victorian Guest Suite in heart of the Village, vacation rental in Dover Plains
Victorian Guest Suite in heart of the Village, vacation rental in Dover Plains
Victorian Guest Suite in heart of the Village, vacation rental in Dover Plains

Victorian Guest Suite in heart of the Village

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Valley View 3, vacation rental in Dover Plains
Club Getaway Valley View 3, vacation rental in Dover Plains
Club Getaway Valley View 3, vacation rental in Dover Plains

Club Getaway Valley View 3

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Lake View 3, vacation rental in Dover Plains
Club Getaway Lake View 3, vacation rental in Dover Plains
Club Getaway Lake View 3, vacation rental in Dover Plains

Club Getaway Lake View 3

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Mountain View 2, vacation rental in Dover Plains
Club Getaway Mountain View 2, vacation rental in Dover Plains
Club Getaway Mountain View 2, vacation rental in Dover Plains

Club Getaway Mountain View 2

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Club Getaway Mountain View 1, vacation rental in Dover Plains
Club Getaway Mountain View 1, vacation rental in Dover Plains
Club Getaway Mountain View 1, vacation rental in Dover Plains

Club Getaway Mountain View 1

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Mountain View 3, vacation rental in Dover Plains
Club Getaway Mountain View 3, vacation rental in Dover Plains
Club Getaway Mountain View 3, vacation rental in Dover Plains

Club Getaway Mountain View 3

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Club Getaway Valley View 1, vacation rental in Dover Plains
Club Getaway Valley View 1, vacation rental in Dover Plains
Club Getaway Valley View 1, vacation rental in Dover Plains

Club Getaway Valley View 1

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Red Door Country Retreat, vacation rental in Dover Plains
Red Door Country Retreat, vacation rental in Dover Plains
Red Door Country Retreat, vacation rental in Dover Plains

Red Door Country Retreat

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Appalachian Country House with Mountain Views, vacation rental in Dover Plains
Appalachian Country House with Mountain Views, vacation rental in Dover Plains
Appalachian Country House with Mountain Views, vacation rental in Dover Plains

Appalachian Country House with Mountain Views

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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In town, walk to everything, close to Kent, South Kent and Marvelwood schools, vacation rental in Dover Plains
In town, walk to everything, close to Kent, South Kent and Marvelwood schools, vacation rental in Dover Plains
In town, walk to everything, close to Kent, South Kent and Marvelwood schools, vacation rental in Dover Plains

In town, walk to everything, close to Kent, South Kent and Marvelwood schools

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Kent Getaway With Views, Pond & Pool, vacation rental in Dover Plains
Private Kent Getaway With Views, Pond & Pool, vacation rental in Dover Plains
Private Kent Getaway With Views, Pond & Pool, vacation rental in Dover Plains

Private Kent Getaway With Views, Pond & Pool

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming Sharon Dwelling w/ Deck & Fire Pit!, vacation rental in Dover Plains
Charming Sharon Dwelling w/ Deck & Fire Pit!, vacation rental in Dover Plains
Charming Sharon Dwelling w/ Deck & Fire Pit!, vacation rental in Dover Plains

Charming Sharon Dwelling w/ Deck & Fire Pit!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded In The Village, vacation rental in Dover Plains
Secluded In The Village, vacation rental in Dover Plains
Secluded In The Village, vacation rental in Dover Plains

Secluded In The Village

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Club Getaway Pine Grove 1, vacation rental in Dover Plains
Club Getaway Pine Grove 1, vacation rental in Dover Plains
Club Getaway Pine Grove 1, vacation rental in Dover Plains

Club Getaway Pine Grove 1

Rental Home
4 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Waterfront House and Artist's Studio in the Woods, vacation rental in Dover Plains
Waterfront House and Artist's Studio in the Woods, vacation rental in Dover Plains
Waterfront House and Artist's Studio in the Woods, vacation rental in Dover Plains

Waterfront House and Artist's Studio in the Woods

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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The Wheelhaus— Restored Home in Hamlet of Amenia, vacation rental in Dover Plains
The Wheelhaus— Restored Home in Hamlet of Amenia, vacation rental in Dover Plains
The Wheelhaus— Restored Home in Hamlet of Amenia, vacation rental in Dover Plains

The Wheelhaus— Restored Home in Hamlet of Amenia

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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3 Bedroom property, vacation rental in Dover Plains
3 Bedroom property, vacation rental in Dover Plains
3 Bedroom property, vacation rental in Dover Plains

3 Bedroom property

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Artistic concered barn, vacation rental in Dover Plains
Artistic concered barn, vacation rental in Dover Plains
Artistic concered barn, vacation rental in Dover Plains

Artistic concered barn

Rental Home
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Adorable 3BR-cape near skiing and sledding, vacation rental in Dover Plains
Adorable 3BR-cape near skiing and sledding, vacation rental in Dover Plains
Adorable 3BR-cape near skiing and sledding, vacation rental in Dover Plains

Adorable 3BR-cape near skiing and sledding

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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TREEMENDOUS VIEWS COTTAGE, vacation rental in Dover Plains
TREEMENDOUS VIEWS COTTAGE, vacation rental in Dover Plains
TREEMENDOUS VIEWS COTTAGE, vacation rental in Dover Plains

TREEMENDOUS VIEWS COTTAGE

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Hitchbrook - Restored Home in Sharon Countryside, vacation rental in Dover Plains
Hitchbrook - Restored Home in Sharon Countryside, vacation rental in Dover Plains
Hitchbrook - Restored Home in Sharon Countryside, vacation rental in Dover Plains

Hitchbrook - Restored Home in Sharon Countryside

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Country House, vacation rental in Dover Plains
Country House, vacation rental in Dover Plains
Country House, vacation rental in Dover Plains

Country House

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming house in Millbrook next to a horse farm, vacation rental in Dover Plains
Charming house in Millbrook next to a horse farm, vacation rental in Dover Plains
Charming house in Millbrook next to a horse farm, vacation rental in Dover Plains

Charming house in Millbrook next to a horse farm

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Secluded Home in Kent CT surrounded by 2,500 Acre Park, vacation rental in Dover Plains
Secluded Home in Kent CT surrounded by 2,500 Acre Park, vacation rental in Dover Plains
Secluded Home in Kent CT surrounded by 2,500 Acre Park, vacation rental in Dover Plains

Secluded Home in Kent CT surrounded by 2,500 Acre Park

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Millbrook - Beautifully Restored 1840 Colonial Farmhouse - Dutchess Co. NY, vacation rental in Dover Plains
Millbrook - Beautifully Restored 1840 Colonial Farmhouse - Dutchess Co. NY, vacation rental in Dover Plains
Millbrook - Beautifully Restored 1840 Colonial Farmhouse - Dutchess Co. NY, vacation rental in Dover Plains

Millbrook - Beautifully Restored 1840 Colonial Farmhouse - Dutchess Co. NY

Rental Home
6 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Lake House Rental On Your Own Private Lake, vacation rental in Dover Plains
Lake House Rental On Your Own Private Lake, vacation rental in Dover Plains
Lake House Rental On Your Own Private Lake, vacation rental in Dover Plains

Lake House Rental On Your Own Private Lake

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Affiliated with FlipKey
Silver 1780 Millbrook Classic, vacation rental in Dover Plains
Silver 1780 Millbrook Classic, vacation rental in Dover Plains
Silver 1780 Millbrook Classic, vacation rental in Dover Plains

Silver 1780 Millbrook Classic

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Orchard Hill - Large Family Estate, vacation rental in Dover Plains
Orchard Hill - Large Family Estate, vacation rental in Dover Plains
Orchard Hill - Large Family Estate, vacation rental in Dover Plains

Orchard Hill - Large Family Estate

Rental Home
7 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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1799 Farmhouse on 18 Acre Property and Accessible Pond!, vacation rental in Dover Plains
1799 Farmhouse on 18 Acre Property and Accessible Pond!, vacation rental in Dover Plains
1799 Farmhouse on 18 Acre Property and Accessible Pond!, vacation rental in Dover Plains

1799 Farmhouse on 18 Acre Property and Accessible Pond!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Merrydale Farm a Country Getaway, vacation rental in Dover Plains
Merrydale Farm a Country Getaway, vacation rental in Dover Plains
Merrydale Farm a Country Getaway, vacation rental in Dover Plains

Merrydale Farm a Country Getaway

Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Showing results 1-50 of 50
Frequently Asked Questions about Dover Plains