Holiday Homes in Ridgefield

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Find holiday rentals that suit your style

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Ridgefield holiday homes

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

1. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is NZ$1,152
includes taxes & fees
12 Nov - 13 Nov
Renovated Retreat with Heated Pool
Deck: Comfortable outdoor sofa sets for outdoor conversations

2. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.8 out of 10, Exceptional, (6 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
Serenity Haven: A Modern Retreat
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

3. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is NZ$235
includes taxes & fees
12 Nov - 13 Nov
Cozy private room in a shared home with a Full-size bed and private bathroom.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

4. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
Cranbury
8.8 out of 10, Excellent, (8 reviews)
"Great spot for our family. "
United States
Kevin I.
The price is NZ$1,054
includes taxes & fees
10 Nov - 11 Nov
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
A room with large windows overlooking a lake and greenery.

5. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is NZ$608
includes taxes & fees
10 Nov - 11 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

6. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is NZ$638
includes taxes & fees
15 Nov - 16 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A modern kitchen with white cabinets, a marble island, and black bar stools.

7. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is NZ$1,203
includes taxes & fees
10 Nov - 11 Nov
Spacious Retreat with Game Room and Fire Pit
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

8. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is NZ$456
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

9. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is NZ$992
includes taxes & fees
19 Nov - 20 Nov
Gilded Age Luxury Surrounded by Nature
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

10. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (16 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is NZ$1,052
includes taxes & fees
10 Nov - 11 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A swimming pool at night with blue lighting.

11. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is NZ$260
includes taxes & fees
11 Nov - 12 Nov
Business or Weekend escape
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

12. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
The price is NZ$990
includes taxes & fees
10 Nov - 11 Nov
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

13. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is NZ$990
includes taxes & fees
10 Nov - 11 Nov
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
An outdoor seating area with a round table, a chair, and a hanging light fixture.

14. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is NZ$789
includes taxes & fees
10 Nov - 11 Nov
Gem by the water+ firepit and all fenced backyard
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

15. Elite room stay

Elite room stay
Bridgeport
The price is NZ$590
includes taxes & fees
10 Nov - 11 Nov
Elite room stay
A living room with a sofa, armchair, ottoman, and coffee table.

16. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is NZ$768
includes taxes & fees
10 Nov - 11 Nov
Stamford Home | Family, Work and Plenty of Parking
A modern living room with a white sofa, a glass coffee table, and a piano.

17. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is NZ$1,051
includes taxes & fees
11 Nov - 12 Nov
Spacious 3BR Townhome | Garage + Near Downtown
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

18. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (2 reviews)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
The price is NZ$3,869
includes taxes & fees
10 Nov - 11 Nov
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

19. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is NZ$792
includes taxes & fees
10 Nov - 11 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

20. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.6 out of 10, Exceptional, (22 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is NZ$1,382
includes taxes & fees
10 Nov - 11 Nov
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Ridgefield

Stroll down Main Street's historic district where local shops and cafés occupy beautifully preserved colonial buildings. The Aldrich Contemporary Art Museum offers rotating exhibits worth visiting, while nearby Ballard Park hosts summer concerts locals never miss.

See all hotels in Ridgefield
A brick building with a white facade and the name "Prospector Theater" above the entrance.

Top reviews in Ridgefield

A modern kitchen with wooden cabinets, a coffee machine, and a breakfast bar with pastries.
Comfort Inn Brewster

Comfort Inn Brewster

Comfort Inn Brewster
Brewster

10/10 Excellent

The hotel was lovely and the staff were very friendly and helpful.
Australia
Martin
Reviewed November 9, 2023
Comfort Inn Brewster