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Oakville Holiday Rentals

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49 rentals in Oakville.
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Flat - Pals - 2 Bedrooms, 1 Bathrooms, Lift, Urbanizacion, holiday rental in Oakville

Flat - Pals - 2 Bedrooms, 1 Bathrooms, Lift, Urbanizacion

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Moose Lodge At Clatter Ridge Farm, holiday rental in Oakville

Moose Lodge At Clatter Ridge Farm

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly Renovated 18th Century Cottage On 4 Acres, holiday rental in Oakville

Newly Renovated 18th Century Cottage On 4 Acres

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six., holiday rental in Oakville

Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious family home tucked away in a rural, friendly, lake community!, holiday rental in Oakville

Spacious family home tucked away in a rural, friendly, lake community!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video, holiday rental in Oakville

Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Annex/Former Artist Studo, holiday rental in Oakville

Private Annex/Former Artist Studo

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Litchfield Hills Hideaway, holiday rental in Oakville

Litchfield Hills Hideaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Expansive Countryside House, 7 Serene Acres with Pond & Woods, holiday rental in Oakville

Expansive Countryside House, 7 Serene Acres with Pond & Woods

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quaint cottage located directly on Long Meadow Pond, holiday rental in Oakville

Quaint cottage located directly on Long Meadow Pond

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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1905 Remodeled New England Cape Quintessential Connecticut Countryside Getaway, holiday rental in Oakville

1905 Remodeled New England Cape Quintessential Connecticut Countryside Getaway

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cottage in Lake Community - Blocked for bathroom renovation (2 bed 2 bath), holiday rental in Oakville

Cottage in Lake Community - Blocked for bathroom renovation (2 bed 2 bath)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront House on Lake Waramaug!, holiday rental in Oakville

Waterfront House on Lake Waramaug!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Retreat on Bantam Lake with Private Beach - Winter Ski Getaway, holiday rental in Oakville

Waterfront Retreat on Bantam Lake with Private Beach - Winter Ski Getaway

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Direct Waterfront with Private Beach - Entire Home, holiday rental in Oakville

Direct Waterfront with Private Beach - Entire Home

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Direct Lakefront Home on Lake Lillinonah with Elevator Access, holiday rental in Oakville

Direct Lakefront Home on Lake Lillinonah with Elevator Access

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Cape in the Litchfield Hills, holiday rental in Oakville

Cozy Cape in the Litchfield Hills

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU, holiday rental in Oakville

SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres, holiday rental in Oakville

Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stately 1792 retreat on 23 acres, chic modern renovation with gunite pool, holiday rental in Oakville

Stately 1792 retreat on 23 acres, chic modern renovation with gunite pool

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Charming country home in Roxbury, holiday rental in Oakville

Charming country home in Roxbury

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Mabels Hollow Farm, En suite bedroom farm stay,, holiday rental in Oakville

Mabels Hollow Farm, En suite bedroom farm stay,

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Litchfield House w/ Fenced-In Yard & Fire Pit, holiday rental in Oakville

Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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*New* 2020 Private Modern Farmhouse in Connecticut close to center of Litchfield, holiday rental in Oakville

*New* 2020 Private Modern Farmhouse in Connecticut close to center of Litchfield

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Newly remodeled 1891 Queen Anne Victorian mansion, holiday rental in Oakville

Newly remodeled 1891 Queen Anne Victorian mansion

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Country Estate newly renovated that sleeps 16!, holiday rental in Oakville

Country Estate newly renovated that sleeps 16!

5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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NEW! Woodland Retreat w/ Pool & Near Wineries!, holiday rental in Oakville

NEW! Woodland Retreat w/ Pool & Near Wineries!

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2 Bedroom Suite with Kitchen, holiday rental in Oakville

2 Bedroom Suite with Kitchen

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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100% WASHINGTON PoshPadsCT 'SOUTH ST' Mint 4 BR, Heated Pool, BBQ, Bikes, holiday rental in Oakville

100% WASHINGTON PoshPadsCT 'SOUTH ST' Mint 4 BR, Heated Pool, BBQ, Bikes

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Apartment in great location, suburban, holiday rental in Oakville

Apartment in great location, suburban

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Dainty New Preston Cottage w/ Dock & Lake Views!, holiday rental in Oakville

Dainty New Preston Cottage w/ Dock & Lake Views!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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4 Room Apartment, holiday rental in Oakville

4 Room Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Goshen House w/ Deck, Backyard & Views, holiday rental in Oakville

Modern Goshen House w/ Deck, Backyard & Views

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Meadow Ridge Farm  Meadow, holiday rental in Oakville

Tentrr Signature Site - Meadow Ridge Farm Meadow

1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - Meadow Ridge Farm Woods, holiday rental in Oakville

Tentrr Signature Site - Meadow Ridge Farm Woods

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Quaint Quiet Serene !!, holiday rental in Oakville

Quaint Quiet Serene !!

1 bedroom
0 bathrooms
Sleeps 4
Match: Sleeps
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Nature & Luxury *Lavender Lake Est (Kosher optional), holiday rental in Oakville

Nature & Luxury *Lavender Lake Est (Kosher optional)

7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Sunny and quiet bedroom near hospital and schools, holiday rental in Oakville

Sunny and quiet bedroom near hospital and schools

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Serene haven in the country, holiday rental in Oakville

Serene haven in the country

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Direct Lakefront, Bantam Lake, Private Deer Island, holiday rental in Oakville

Direct Lakefront, Bantam Lake, Private Deer Island

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ultimate Staycation Home in a Serene Setting, holiday rental in Oakville

Ultimate Staycation Home in a Serene Setting

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly Remodeled 1BR Full Furnished Center of Town, holiday rental in Oakville

Newly Remodeled 1BR Full Furnished Center of Town

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Fully Furnished 1BR, holiday rental in Oakville

Cozy Fully Furnished 1BR

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! 2,438 Sq Ft Washington House - Pets Welcome!, holiday rental in Oakville

NEW! 2,438 Sq Ft Washington House - Pets Welcome!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Whimsical Cottage in Washington w/ Fire Pit!, holiday rental in Oakville

NEW! Whimsical Cottage in Washington w/ Fire Pit!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Chic & Spacious Riverfront Reprieve w/ Dock!, holiday rental in Oakville

NEW! Chic & Spacious Riverfront Reprieve w/ Dock!

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful bungalow style 1br condo, holiday rental in Oakville

Beautiful bungalow style 1br condo

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Artistic Quiet Retreat, holiday rental in Oakville

Artistic Quiet Retreat

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Updated 200-Yr-Old Home w/ Silo Living Space!, holiday rental in Oakville

NEW! Updated 200-Yr-Old Home w/ Silo Living Space!

1 bedroom
3 bathrooms
Sleeps 8
Match: Sleeps
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CLEAN, COMFORTABLE APT.  NEAR YALE, NEW HAVEN, AND AREA COMPANIES, holiday rental in Oakville

CLEAN, COMFORTABLE APT. NEAR YALE, NEW HAVEN, AND AREA COMPANIES

1 bedroom
1 bathroom
Sleeps 1
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