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Redding Holiday Rentals

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49 rentals in Redding.
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Private Estate Large Private Pool, holiday rental in Redding

Private Estate Large Private Pool

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Award Winning Private Pool House on Spectacular Historic and Rare 24-Acre Estate, holiday rental in Redding

Award Winning Private Pool House on Spectacular Historic and Rare 24-Acre Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant Country Estate with Equestrian Farm, holiday rental in Redding

Elegant Country Estate with Equestrian Farm

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lakeside Modern Farmhouse/Craftsman Chalet, holiday rental in Redding

Lakeside Modern Farmhouse/Craftsman Chalet

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Exceptional Beauty On The Water!! Candlewood Lake - Danbury, CT, holiday rental in Redding

Exceptional Beauty On The Water!! Candlewood Lake - Danbury, CT

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront Luxury Retreat on Candlewood Lake, holiday rental in Redding

Lakefront Luxury Retreat on Candlewood Lake

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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1905 Remodeled New England Cape Quintessential Connecticut Countryside Getaway, holiday rental in Redding

1905 Remodeled New England Cape Quintessential Connecticut Countryside Getaway

3 bedrooms
3 bathrooms
Sleeps 6
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The Lookout on Candlewood Lake, holiday rental in Redding

The Lookout on Candlewood Lake

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront home with private dock, kayaks,  and paddleboard.  Boat rentals nearby, holiday rental in Redding

Lakefront home with private dock, kayaks, and paddleboard. Boat rentals nearby

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Level, direct lakefront, expansive western views, beach on Candlewood Lake, holiday rental in Redding

Level, direct lakefront, expansive western views, beach on Candlewood Lake

5 bedrooms
3 bathrooms
Sleeps 10
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Direct Waterfront on Candlewood Lake with/ boat slip & expansive outdoor kitchen, holiday rental in Redding

Direct Waterfront on Candlewood Lake with/ boat slip & expansive outdoor kitchen

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Retreat in the Country only 1 hour from NYC, holiday rental in Redding

Luxurious Retreat in the Country only 1 hour from NYC

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxe CT Country Home w/ Hi-end WiFi for WFH & School, holiday rental in Redding

Luxe CT Country Home w/ Hi-end WiFi for WFH & School

6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Charming Cottage By The Sea on Fairfield Beach, holiday rental in Redding

Charming Cottage By The Sea on Fairfield Beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS, holiday rental in Redding

Westport: Walk to Town (Really) Private Yard, One Floor, Fall 2020 Reno KHS BMS

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Waterfront Lake House with Amazing Views, holiday rental in Redding

Stunning Waterfront Lake House with Amazing Views

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Direct Lakefront Home on Lake Lillinonah with Elevator Access, holiday rental in Redding

Direct Lakefront Home on Lake Lillinonah with Elevator Access

3 bedrooms
4 bathrooms
Sleeps 8
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Entire Guest House at Fox Pond Farm with Access to In ground Pool, holiday rental in Redding

Entire Guest House at Fox Pond Farm with Access to In ground Pool

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Elegant Beachfront, beautiful views. Come  enjoy!, holiday rental in Redding

Elegant Beachfront, beautiful views. Come enjoy!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming Cottage located on Historic Estate 1 Hour from NYC!, holiday rental in Redding

Charming Cottage located on Historic Estate 1 Hour from NYC!

3 bedrooms
2 bathrooms
Sleeps 4
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Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres, holiday rental in Redding

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3 BR Cabin in Private Candlewood Lake Community, holiday rental in Redding

3 BR Cabin in Private Candlewood Lake Community

3 bedrooms
1 bathroom
Sleeps 6
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Stately 1792 retreat on 23 acres, chic modern renovation with gunite pool, holiday rental in Redding

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

3 bedrooms
3 bathrooms
Sleeps 5
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Cozy Cottage in Westport, CT (charming & pristine in fabulous location), holiday rental in Redding

Cozy Cottage in Westport, CT (charming & pristine in fabulous location)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1/2 block to Compo Beach on Long Island Sound!, holiday rental in Redding

1/2 block to Compo Beach on Long Island Sound!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Modern Waterfront Home  * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY, holiday rental in Redding

Modern Waterfront Home * WESTPORT RESIDENTS/PROSPECTIVE RESIDENTS ONLY

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Mill Pond Retreat, holiday rental in Redding

Mill Pond Retreat

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Modern Home Near NYC, holiday rental in Redding

Spectacular Modern Home Near NYC

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Westport 'Gold Coast' across from Southport beach, holiday rental in Redding

Westport 'Gold Coast' across from Southport beach

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Luxury Executive Estate 1 Hr from New York City, holiday rental in Redding

Luxury Executive Estate 1 Hr from New York City

6 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Apartment in great location, suburban, holiday rental in Redding

Apartment in great location, suburban

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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New modern house near the water (WESTPORT RESIDENTS ONLY), holiday rental in Redding

New modern house near the water (WESTPORT RESIDENTS ONLY)

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A New England Jewel with Scenic Beauty, holiday rental in Redding

A New England Jewel with Scenic Beauty

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Interior Designer's Enchanting And Bucolic Home, holiday rental in Redding

Interior Designer's Enchanting And Bucolic Home

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Updated Farmhouse Retreat, holiday rental in Redding

Updated Farmhouse Retreat

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Studio Cottage on working Horse Farm/ SwimSpa, holiday rental in Redding

Studio Cottage on working Horse Farm/ SwimSpa

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Lake Summer Home with a Dog (Monthly rental only), holiday rental in Redding

Lake Summer Home with a Dog (Monthly rental only)

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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One of a Kind Cotswold Summer Retreat on 18 Secluded Acres, holiday rental in Redding

One of a Kind Cotswold Summer Retreat on 18 Secluded Acres

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Country Condo ( 3 Months mimimun ), holiday rental in Redding

Country Condo ( 3 Months mimimun )

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Suburban Getaway. Heated Pool. NO PARTIES., holiday rental in Redding

Suburban Getaway. Heated Pool. NO PARTIES.

5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Sophisticated Country Living, holiday rental in Redding

Sophisticated Country Living

4 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Nature Lovers Perfect Location, an hour from Manhattan, holiday rental in Redding

Nature Lovers Perfect Location, an hour from Manhattan

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A Fine Waterfront Private Home, In Park-like seaing, holiday rental in Redding

A Fine Waterfront Private Home, In Park-like seaing

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Live/work loft with view and exposed brick, holiday rental in Redding

Live/work loft with view and exposed brick

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Listed Lake House! Private Beach on Candlewood Lake, New Construction Beau, holiday rental in Redding

Newly Listed Lake House! Private Beach on Candlewood Lake, New Construction Beau

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lovely River view property, holiday rental in Redding

Lovely River view property

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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NEW! Chic & Spacious Riverfront Reprieve w/ Dock!, holiday rental in Redding

NEW! Chic & Spacious Riverfront Reprieve w/ Dock!

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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NEW! Luxury Forest Escape w/ Creek On-Site + Deck!, holiday rental in Redding

NEW! Luxury Forest Escape w/ Creek On-Site + Deck!

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Picturesque South Salem Home on Lake w/ Pool!, holiday rental in Redding

NEW! Picturesque South Salem Home on Lake w/ Pool!

1 bedroom
2 bathrooms
Sleeps 8
Match: Sleeps
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The West Lane Inn - Queen Room, holiday rental in Redding

The West Lane Inn - Queen Room

1 bedroom
1 bathroom
Sleeps 1
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