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Brookfield Holiday Rentals

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49 rentals in Brookfield.
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Level, direct lakefront, expansive western views, beach on Candlewood Lake, holiday rental in Brookfield

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

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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1905 Remodeled New England Cape Quintessential Connecticut Countryside Getaway, holiday rental in Brookfield

1905 Remodeled New England Cape Quintessential Connecticut Countryside Getaway

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Direct Lakefront Home on Lake Lillinonah with Elevator Access, holiday rental in Brookfield

Direct Lakefront Home on Lake Lillinonah with Elevator Access

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

Country Condo ( 3 Months mimimun )

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Escape with Gorgeous Views a Short Trip from New York City!, holiday rental in Brookfield

Lakefront Escape with Gorgeous Views a Short Trip from New York City!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant Country Estate with Equestrian Farm, holiday rental in Brookfield

Elegant Country Estate with Equestrian Farm

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Peaceful Candlewood  lake/woods retreat., holiday rental in Brookfield

Peaceful Candlewood lake/woods retreat.

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

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres, holiday rental in Brookfield

House on Appalachian Trail, walking distance from NYC trains. 3bd/1ba, 3 acres

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lakeside Modern Farmhouse/Craftsman Chalet, holiday rental in Brookfield

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 Brookfield

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

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Private Annex/Former Artist Studo, holiday rental in Brookfield

Private Annex/Former Artist Studo

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Direct Water Front Home, holiday rental in Brookfield

Direct Water Front Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Luxury Retreat on Candlewood Lake, holiday rental in Brookfield

Lakefront Luxury Retreat on Candlewood Lake

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Quaint cottage located directly on Long Meadow Pond, holiday rental in Brookfield

Quaint cottage located directly on Long Meadow Pond

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Lookout on Candlewood Lake, holiday rental in Brookfield

The Lookout on Candlewood Lake

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Lake Adjacent Home - Pet Friendly and Fenced!, holiday rental in Brookfield

Gorgeous Lake Adjacent Home - Pet Friendly and Fenced!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront home with private dock, kayaks,  and paddleboard.  Boat rentals nearby, holiday rental in Brookfield

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Direct Waterfront on Candlewood Lake with/ boat slip & expansive outdoor kitchen, holiday rental in Brookfield

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront House on Lake Waramaug!, holiday rental in Brookfield

Waterfront House on Lake Waramaug!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Luxurious Retreat in the Country only 1 hour from NYC, holiday rental in Brookfield

Luxurious Retreat in the Country only 1 hour from NYC

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded country cabin upstate New York, near  metro north train, holiday rental in Brookfield

Secluded country cabin upstate New York, near metro north train

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning Waterfront Lake House with Amazing Views, holiday rental in Brookfield

Stunning Waterfront Lake House with Amazing Views

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Entire Guest House at Fox Pond Farm with Access to In ground Pool, holiday rental in Brookfield

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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Enjoy the serenity of the countryside at Pleasant Valley Trails - Home & Acres, holiday rental in Brookfield

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 Brookfield

3 BR Cabin in Private Candlewood Lake Community

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Rustic Country Beach Cottage Candlewood Lake, holiday rental in Brookfield

Rustic Country Beach Cottage Candlewood Lake

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

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 Brookfield

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 Brookfield

Mabels Hollow Farm, En suite bedroom farm stay,

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Spectacular Modern Home Near NYC, holiday rental in Brookfield

Spectacular Modern Home Near NYC

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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2 Bedroom Suite with Kitchen, holiday rental in Brookfield

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 Brookfield

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Dainty New Preston Cottage w/ Dock & Lake Views!, holiday rental in Brookfield

Dainty New Preston Cottage w/ Dock & Lake Views!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sherman Home w/Lakefront Deck & Swimming Dock, holiday rental in Brookfield

Sherman Home w/Lakefront Deck & Swimming Dock

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Holmestead Woods, holiday rental in Brookfield

Tentrr Signature Site - Holmestead Woods

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Studio Cottage on working Horse Farm/ SwimSpa, holiday rental in Brookfield

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 Brookfield

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 Brookfield

One of a Kind Cotswold Summer Retreat on 18 Secluded Acres

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Nature & Luxury *Lavender Lake Est (Kosher optional), holiday rental in Brookfield

Nature & Luxury *Lavender Lake Est (Kosher optional)

7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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NEW! Private Getaway <2 Mi to Croton Falls Station, holiday rental in Brookfield

NEW! Private Getaway <2 Mi to Croton Falls Station

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Serene haven in the country, holiday rental in Brookfield

Serene haven in the country

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Award Winning Private Pool House on Spectacular Historic and Rare 24-Acre Estate, holiday rental in Brookfield

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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Family Getaway w/ Fireplace in Sherman on 4 Acres!, holiday rental in Brookfield

Family Getaway w/ Fireplace in Sherman on 4 Acres!

7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Private Estate Large Private Pool, holiday rental in Brookfield

Private Estate Large Private Pool

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Newly Listed Lake House! Private Beach on Candlewood Lake, New Construction Beau, holiday rental in Brookfield

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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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NEW! Chic & Spacious Riverfront Reprieve w/ Dock!, holiday rental in Brookfield

NEW! Chic & Spacious Riverfront Reprieve w/ Dock!

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Night Light Lake House, holiday rental in Brookfield

Night Light Lake House

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Updated 200-Yr-Old Home w/ Silo Living Space!, holiday rental in Brookfield

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

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

The West Lane Inn - Queen Room

1 bedroom
1 bathroom
Sleeps 1
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