Holiday rentals near Ridgefield Playhouse
We found 776 holiday rentals — enter your dates for availability
Choose the right holiday rental within close proximity to Ridgefield Playhouse. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as a garden and pool. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Ridgefield Playhouse
Showing deals for:26 Sept - 3 Oct
Image gallery for Cozy country cottage in horse country ,private 1 hour toNYC
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Cozy country cottage in horse country ,private 1 hour toNYC
South Salem, NY
8% off
Price is NZ$2,945
NZ$2,945
NZ$421 per night
includes taxes & fees
Image gallery for Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Norwalk, CT
11% off
Price is NZ$3,631
NZ$3,631
NZ$519 per night
includes taxes & fees
Image gallery for Stylish Beach Home near Stamford Downtown/Beach
1010 out of 10 rating
Exceptional
(20 reviews)
Stylish Beach Home near Stamford Downtown/Beach
Stamford, Connecticut
8% off
Price is NZ$10,623
NZ$10,623
NZ$1,518 per night
includes taxes & fees
Image gallery for Waterfront Family Retreat on Candlewood Lake
1010 out of 10 rating
Exceptional
(44 reviews)
Waterfront Family Retreat on Candlewood Lake
New Milford, CT
8% off
Price is NZ$15,519
NZ$15,519
NZ$2,217 per night
includes taxes & fees
Image gallery for A Secluded Modern Getaway
1010 out of 10 rating
Exceptional
(7 reviews)
A Secluded Modern Getaway
Redding, CT
8% off
Price is NZ$12,697
NZ$12,697
NZ$1,814 per night
includes taxes & fees
Image gallery for Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Brookfield, CT
16% off
Price is NZ$20,506
NZ$20,506
NZ$2,929 per night
includes taxes & fees
Image gallery for Mid Century Modern ZEN House with Pool. 50 min from New York City
1010 out of 10 rating
Exceptional
(19 reviews)
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford, CT
15% off
Price is NZ$5,008
NZ$5,008
NZ$715 per night
includes taxes & fees
Image gallery for Rowayton House Close To Town
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Rowayton House Close To Town
Norwalk, CT
8% off
Price is NZ$12,324
NZ$12,324
NZ$1,761 per night
includes taxes & fees
Image gallery for Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
1010 out of 10 rating
Exceptional
(5 reviews)
Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
New Fairfield, CT
8% off
Price is NZ$5,090
NZ$5,090
NZ$727 per night
includes taxes & fees
Image gallery for Second floor cottage apartment located in a private community.
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Second floor cottage apartment located in a private community.
Stamford, CT
8% off
Price is NZ$3,497
NZ$3,497
NZ$500 per night
includes taxes & fees
Image gallery for Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
Brewster, NY
8% off
Price is NZ$15,000
NZ$15,000
NZ$2,143 per night
includes taxes & fees
Image gallery for A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
9.49.4 out of 10 rating
Exceptional
(20 reviews)
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Shelton, CT
8% off
Price is NZ$1,879
NZ$1,879
NZ$268 per night
includes taxes & fees
Image gallery for Candlewood Cabin - with Private Waterfront
1010 out of 10 rating
Exceptional
(8 reviews)
Candlewood Cabin - with Private Waterfront
New Fairfield, CT
8% off
Price is NZ$4,503
NZ$4,503
NZ$643 per night
includes taxes & fees
Image gallery for Rowayton - Close To Town, Park & Beach
1010 out of 10 rating
Exceptional
(7 reviews)
Rowayton - Close To Town, Park & Beach
Norwalk, CT
8% off
Price is NZ$9,002
NZ$9,002
NZ$1,286 per night
includes taxes & fees
Image gallery for Amazing Lake House
1010 out of 10 rating
Exceptional
(31 reviews)
Amazing Lake House
Brookfield, CT
8% off
Price is NZ$5,436
NZ$5,436
NZ$777 per night
includes taxes & fees
Image gallery for Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
1010 out of 10 rating
Exceptional
(6 reviews)
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel, CT
8% off
Price is NZ$3,082
NZ$3,082
NZ$440 per night
includes taxes & fees
Image gallery for Mid-Century Modern Hilltop Retreat
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Mid-Century Modern Hilltop Retreat
South Salem, NY
12% off
Price is NZ$9,699
NZ$9,699
NZ$1,386 per night
includes taxes & fees
Image gallery for A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
1010 out of 10 rating
Exceptional
(6 reviews)
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Holmes, NY
8% off
Price is NZ$4,776
NZ$4,776
NZ$682 per night
includes taxes & fees
Image gallery for Direct Lakefront Home on Lake Lillinonah with Elevator Access
1010 out of 10 rating
Exceptional
(29 reviews)
Direct Lakefront Home on Lake Lillinonah with Elevator Access
Brookfield, CT
8% off
Price is NZ$8,709
NZ$8,709
NZ$1,244 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
7% off
Price is NZ$12,957
NZ$12,957
NZ$1,851 per night
includes taxes & fees
Image gallery for The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Stamford, CT
8% off
Price is NZ$9,806
NZ$9,806
NZ$1,401 per night
includes taxes & fees
Image gallery for Historic 6-Bdrm Tudor Estate w pool/tennis access
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Historic 6-Bdrm Tudor Estate w pool/tennis access
Stamford, CT
8% off
Price is NZ$24,396
NZ$24,396
NZ$3,485 per night
includes taxes & fees
Image gallery for The Suite at Pound Ridge
9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Suite at Pound Ridge
Pound Ridge, NY
8% off
Price is NZ$3,439
NZ$3,439
NZ$491 per night
includes taxes & fees
Image gallery for Hat Shop House: Charming Retreat in the Heart of New England. Family friendly.
1010 out of 10 rating
Exceptional
(6 reviews)
Hat Shop House: Charming Retreat in the Heart of New England. Family friendly.
Bridgewater, CT
8% off
Price is NZ$7,078
NZ$7,078
NZ$1,011 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Ridgefield Playhouse
Showing deals for: 20 Sept - 23 Sept
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The current price is NZ$1,528
NZ$1,528
for 3 nights, 1 apartment
NZ$509 per night
includes taxes & fees
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
The current price is NZ$557
NZ$557
for 3 nights, 1 home
NZ$186 per night
includes taxes & fees
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
6.86.8 out of 10
5 reviews(5 reviews)
The current price is NZ$1,441
NZ$1,441
for 3 nights, 1 home
NZ$480 per night
includes taxes & fees
Stamford Suites
Sleeps 4 · 1 bedroom
5.85.8 out of 10
36 reviews(36 reviews)
The current price is NZ$1,150
NZ$1,150
for 3 nights, 1 room
NZ$383 per night
includes taxes & fees
Guesthouse at Norwalk Inn
Sleeps 2 · 1 bedroom
8.48.4 out of 10
Very goodvery good
39 reviews(39 reviews)
The current price is NZ$2,567
NZ$2,567
for 3 nights, 1 room
NZ$856 per night
includes taxes & fees
Seaside Serenity: 2B 1B, Patio,Near Beach
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
The current price is NZ$2,728
NZ$2,728
for 3 nights, 1 cottage
NZ$909 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value