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Deep River Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
47 rentals in Deep River.
Modern 70s Architectural Marvel - ★★★ Water and Hillside Views, vacation rental in Deep River
Modern 70s Architectural Marvel - ★★★ Water and Hillside Views, vacation rental in Deep River
Modern 70s Architectural Marvel - ★★★ Water and Hillside Views, vacation rental in Deep River

Modern 70s Architectural Marvel - ★★★ Water and Hillside Views

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Charming 1-bedrm house with WiFi, AC in quaint Deep River- “Queen of the Valley”, vacation rental in Deep River
Charming 1-bedrm house with WiFi, AC in quaint Deep River- “Queen of the Valley”, vacation rental in Deep River
Charming 1-bedrm house with WiFi, AC in quaint Deep River- “Queen of the Valley”, vacation rental in Deep River

Charming 1-bedrm house with WiFi, AC in quaint Deep River- “Queen of the Valley”

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Carriage House Studio Apartment, vacation rental in Deep River
Carriage House Studio Apartment, vacation rental in Deep River
Carriage House Studio Apartment, vacation rental in Deep River

Carriage House Studio Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The following properties within 20 miles of Deep River match all your filters:
Charming Chester Retreat- Near Village Center, vacation rental in Deep River
Charming Chester Retreat- Near Village Center, vacation rental in Deep River
Charming Chester Retreat- Near Village Center, vacation rental in Deep River

Charming Chester Retreat- Near Village Center

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Downtown Essex Apartment - Steps to River!, vacation rental in Deep River
Downtown Essex Apartment - Steps to River!, vacation rental in Deep River
Downtown Essex Apartment - Steps to River!, vacation rental in Deep River

Downtown Essex Apartment - Steps to River!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Summer at the Haddam House, vacation rental in Deep River
Summer at the Haddam House, vacation rental in Deep River
Summer at the Haddam House, vacation rental in Deep River

Summer at the Haddam House

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning, peaceful and private home, vacation rental in Deep River
Stunning, peaceful and private home, vacation rental in Deep River
Stunning, peaceful and private home, vacation rental in Deep River

Stunning, peaceful and private home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic Essex Home w/ Large Yard Near Downtown!, vacation rental in Deep River
Historic Essex Home w/ Large Yard Near Downtown!, vacation rental in Deep River
Historic Essex Home w/ Large Yard Near Downtown!, vacation rental in Deep River

Historic Essex Home w/ Large Yard Near Downtown!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stunning Artisan Waterfall Escape [Walk to Downtown], vacation rental in Deep River
Stunning Artisan Waterfall Escape [Walk to Downtown], vacation rental in Deep River
Stunning Artisan Waterfall Escape [Walk to Downtown], vacation rental in Deep River

Stunning Artisan Waterfall Escape [Walk to Downtown]

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cheerful, private cottage in Essex village., vacation rental in Deep River
Cheerful, private cottage in Essex village., vacation rental in Deep River
Cheerful, private cottage in Essex village., vacation rental in Deep River

Cheerful, private cottage in Essex village.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bucolic Carriage House In Beautiful Lyme CT, vacation rental in Deep River
Bucolic Carriage House In Beautiful Lyme CT, vacation rental in Deep River
Bucolic Carriage House In Beautiful Lyme CT, vacation rental in Deep River

Bucolic Carriage House In Beautiful Lyme CT

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Yacht with Marina Views, vacation rental in Deep River
Cozy Yacht with Marina Views, vacation rental in Deep River
Cozy Yacht with Marina Views, vacation rental in Deep River

Cozy Yacht with Marina Views

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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PRIVATE LAND ....OPEN SPACE 30 ACRES with POND, Very Basic, vacation rental in Deep River
PRIVATE LAND ....OPEN SPACE 30 ACRES with POND, Very Basic, vacation rental in Deep River
PRIVATE LAND ....OPEN SPACE 30 ACRES with POND, Very Basic, vacation rental in Deep River

PRIVATE LAND ....OPEN SPACE 30 ACRES with POND, Very Basic

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The perfect New England getaway only a 10 minute walk to downtown!, vacation rental in Deep River
The perfect New England getaway only a 10 minute walk to downtown!, vacation rental in Deep River
The perfect New England getaway only a 10 minute walk to downtown!, vacation rental in Deep River

The perfect New England getaway only a 10 minute walk to downtown!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Storybook Cottage, vacation rental in Deep River
Storybook Cottage, vacation rental in Deep River
Storybook Cottage, vacation rental in Deep River

Storybook Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Barn, Sidewalk Stroll into Essex Village & Marina, vacation rental in Deep River
Renovated Barn, Sidewalk Stroll into Essex Village & Marina, vacation rental in Deep River
Renovated Barn, Sidewalk Stroll into Essex Village & Marina, vacation rental in Deep River

Renovated Barn, Sidewalk Stroll into Essex Village & Marina

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Newly Renovated Private Quiet Cape 1/2 mile from the beach, vacation rental in Deep River
Newly Renovated Private Quiet Cape 1/2 mile from the beach, vacation rental in Deep River
Newly Renovated Private Quiet Cape 1/2 mile from the beach, vacation rental in Deep River

Newly Renovated Private Quiet Cape 1/2 mile from the beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Millhouse Downtown Chester, vacation rental in Deep River
The Millhouse Downtown Chester, vacation rental in Deep River
The Millhouse Downtown Chester, vacation rental in Deep River

The Millhouse Downtown Chester

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Bimbadeen Loft: Huge Open Plan 2-bedroom! Bring the boat, kids, and the dog!, vacation rental in Deep River
Bimbadeen Loft: Huge Open Plan 2-bedroom! Bring the boat, kids, and the dog!, vacation rental in Deep River
Bimbadeen Loft: Huge Open Plan 2-bedroom! Bring the boat, kids, and the dog!, vacation rental in Deep River

Bimbadeen Loft: Huge Open Plan 2-bedroom! Bring the boat, kids, and the dog!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Essex Village home within walking distance to downtown., vacation rental in Deep River
Essex Village home within walking distance to downtown., vacation rental in Deep River
Essex Village home within walking distance to downtown., vacation rental in Deep River

Essex Village home within walking distance to downtown.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Sanctuary on the Pond, vacation rental in Deep River
Historic Sanctuary on the Pond, vacation rental in Deep River
Historic Sanctuary on the Pond, vacation rental in Deep River

Historic Sanctuary on the Pond

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Spectacular Home with Deep Water Dock, vacation rental in Deep River
Spectacular Home with Deep Water Dock, vacation rental in Deep River
Spectacular Home with Deep Water Dock, vacation rental in Deep River

Spectacular Home with Deep Water Dock

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stroll to beach at charming, historical, rustic home w/expansive yard & pool., vacation rental in Deep River
Stroll to beach at charming, historical, rustic home w/expansive yard & pool., vacation rental in Deep River
Stroll to beach at charming, historical, rustic home w/expansive yard & pool., vacation rental in Deep River

Stroll to beach at charming, historical, rustic home w/expansive yard & pool.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Downtown Old Saybrook Oasis, vacation rental in Deep River
Downtown Old Saybrook Oasis, vacation rental in Deep River
Downtown Old Saybrook Oasis, vacation rental in Deep River

Downtown Old Saybrook Oasis

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Connecticut Colonial with River and Sunset Views!, vacation rental in Deep River
Connecticut Colonial with River and Sunset Views!, vacation rental in Deep River
Connecticut Colonial with River and Sunset Views!, vacation rental in Deep River

Connecticut Colonial with River and Sunset Views!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private beautiful setting, Lyme's best kept secret,  Swim, Boat, Fish, Hike, vacation rental in Deep River
Private beautiful setting, Lyme's best kept secret,  Swim, Boat, Fish, Hike, vacation rental in Deep River
Private beautiful setting, Lyme's best kept secret,  Swim, Boat, Fish, Hike, vacation rental in Deep River

Private beautiful setting, Lyme's best kept secret, Swim, Boat, Fish, Hike

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Fantastic pool home in park-like setting on Connecticut Shore, vacation rental in Deep River
Fantastic pool home in park-like setting on Connecticut Shore, vacation rental in Deep River
Fantastic pool home in park-like setting on Connecticut Shore, vacation rental in Deep River

Fantastic pool home in park-like setting on Connecticut Shore

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Exquisite Beach Villa In Ground pool and Spacious Bermuda room! 2 living Rooms!, vacation rental in Deep River
Exquisite Beach Villa In Ground pool and Spacious Bermuda room! 2 living Rooms!, vacation rental in Deep River
Exquisite Beach Villa In Ground pool and Spacious Bermuda room! 2 living Rooms!, vacation rental in Deep River

Exquisite Beach Villa In Ground pool and Spacious Bermuda room! 2 living Rooms!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Family escape w/ pool & jacuzzi, vacation rental in Deep River
Secluded Family escape w/ pool & jacuzzi, vacation rental in Deep River
Secluded Family escape w/ pool & jacuzzi, vacation rental in Deep River

Secluded Family escape w/ pool & jacuzzi

Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Spacious 5-bedroom, 6 bath vacation home just 30 min drive to casinos, vacation rental in Deep River
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to casinos, vacation rental in Deep River
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to casinos, vacation rental in Deep River

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to casinos

Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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The little Chestnut.  A charming historic apartment in Downtown Chester, vacation rental in Deep River
The little Chestnut.  A charming historic apartment in Downtown Chester, vacation rental in Deep River
The little Chestnut.  A charming historic apartment in Downtown Chester, vacation rental in Deep River

The little Chestnut. A charming historic apartment in Downtown Chester

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming country retreat. Minutes away from the beach. A perfect getaway!, vacation rental in Deep River
Charming country retreat. Minutes away from the beach. A perfect getaway!, vacation rental in Deep River
Charming country retreat. Minutes away from the beach. A perfect getaway!, vacation rental in Deep River

Charming country retreat. Minutes away from the beach. A perfect getaway!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Walk To Goodspeed Opera House!, vacation rental in Deep River
Walk To Goodspeed Opera House!, vacation rental in Deep River
Walk To Goodspeed Opera House!, vacation rental in Deep River

Walk To Goodspeed Opera House!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Equestrian Living: It's a lifestyle "Living on the Farm" Not your ordinary, vacation rental in Deep River
Equestrian Living: It's a lifestyle "Living on the Farm" Not your ordinary, vacation rental in Deep River
Equestrian Living: It's a lifestyle "Living on the Farm" Not your ordinary, vacation rental in Deep River

Equestrian Living: It's a lifestyle "Living on the Farm" Not your ordinary

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious midcentury modern glass house in the woods, chefs kitchen & great art, vacation rental in Deep River
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art, vacation rental in Deep River
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art, vacation rental in Deep River

Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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COZY Maple Tree Cabin - Romantic or family getaway. Private - Warm and Cozy!, vacation rental in Deep River
COZY Maple Tree Cabin - Romantic or family getaway. Private - Warm and Cozy!, vacation rental in Deep River
COZY Maple Tree Cabin - Romantic or family getaway. Private - Warm and Cozy!, vacation rental in Deep River

COZY Maple Tree Cabin - Romantic or family getaway. Private - Warm and Cozy!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Little Pine: A Serene Tiny Home Retreat, vacation rental in Deep River
Little Pine: A Serene Tiny Home Retreat, vacation rental in Deep River
Little Pine: A Serene Tiny Home Retreat, vacation rental in Deep River

Little Pine: A Serene Tiny Home Retreat

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Riverview Grandeur Tranquility &  Luxury  Essex CT, vacation rental in Deep River
Riverview Grandeur Tranquility &  Luxury  Essex CT, vacation rental in Deep River
Riverview Grandeur Tranquility &  Luxury  Essex CT, vacation rental in Deep River

Riverview Grandeur Tranquility & Luxury Essex CT

Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beach Retreat - 4 beds * Salt Island- Westbrook -walk to water, vacation rental in Deep River
Beach Retreat - 4 beds * Salt Island- Westbrook -walk to water, vacation rental in Deep River
Beach Retreat - 4 beds * Salt Island- Westbrook -walk to water, vacation rental in Deep River

Beach Retreat - 4 beds * Salt Island- Westbrook -walk to water

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Life on the Farm, vacation rental in Deep River
Life on the Farm, vacation rental in Deep River
Life on the Farm, vacation rental in Deep River

Life on the Farm

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Updated cottage "Beriozka" on Cedar Lake, vacation rental in Deep River
Updated cottage "Beriozka" on Cedar Lake, vacation rental in Deep River
Updated cottage "Beriozka" on Cedar Lake, vacation rental in Deep River

Updated cottage "Beriozka" on Cedar Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lovely, cozy Cottage on a non working farm in a rural town.  Quiet and private., vacation rental in Deep River
Lovely, cozy Cottage on a non working farm in a rural town.  Quiet and private., vacation rental in Deep River
Lovely, cozy Cottage on a non working farm in a rural town.  Quiet and private., vacation rental in Deep River

Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Goodspeed airport 2-bedroom house with AC, WiFi, vacation rental in Deep River
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi, vacation rental in Deep River
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi, vacation rental in Deep River

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy apartment with a bird's eye view of Chester. 5 minute walk downtown, vacation rental in Deep River
Cozy apartment with a bird's eye view of Chester. 5 minute walk downtown, vacation rental in Deep River
Cozy apartment with a bird's eye view of Chester. 5 minute walk downtown, vacation rental in Deep River

Cozy apartment with a bird's eye view of Chester. 5 minute walk downtown

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Ledge House, vacation rental in Deep River
Ledge House, vacation rental in Deep River
Ledge House, vacation rental in Deep River

Ledge House

Rental Home
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Pet-Friendly Getaway in Historic East Haddam Home, vacation rental in Deep River
Pet-Friendly Getaway in Historic East Haddam Home, vacation rental in Deep River
Pet-Friendly Getaway in Historic East Haddam Home, vacation rental in Deep River

Pet-Friendly Getaway in Historic East Haddam Home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve, vacation rental in Deep River
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve, vacation rental in Deep River
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve, vacation rental in Deep River

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Showing results 1-47 of 47
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