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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Ridgefield vacation homes

Interior
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Vacation Home in Shelton

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is AED 441
AED 723 total
includes taxes & fees
11 Dec - 12 Dec
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Pool
Business or Weekend escape

Vacation Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AED 312
AED 538 total
includes taxes & fees
6 Jan - 7 January 2026
Business or Weekend escape
Dining tables
The ARLO - Walk to Brewery and Restaurants

Vacation Home in Milford

The ARLO - Walk to Brewery and Restaurants
9.4 out of 10, Exceptional, (3)
"Very nice house....loved the front enclosed porch, and the kitchen was amazing with everything we needed. The deck with the Blackstone Grill was a great place to sit and relax. We enjoyed many of the nearby restaurants too. Matt and Jess were great hosts!J&J, Mooresville, NC"
United States
Jena
The price is AED 496
AED 1,340 total
includes taxes & fees
11 Dec - 12 Dec
The ARLO - Walk to Brewery and Restaurants
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Vacation Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is AED 471
AED 979 total
includes taxes & fees
11 Dec - 12 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

Vacation Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is AED 615
AED 1,959 total
includes taxes & fees
15 Dec - 16 Dec
"Country outside the city " 3 bedrooms 2 full bathrooms
Fridge, microwave, oven, stovetop
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Vacation Home in Fairfield

Bright Escape, Top-Rated Design, Fire pit, Near Beach
10.0 out of 10, Exceptional, (11)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is AED 713
AED 1,841 total
includes taxes & fees
18 Dec - 19 Dec
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Fridge, microwave, oven, stovetop
Marine Theme - 4 BR - Backyard - Fire pit

Vacation Home in North End

Marine Theme - 4 BR - Backyard - Fire pit
9.8 out of 10, Exceptional, (8)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is AED 588
AED 1,527 total
includes taxes & fees
16 Dec - 17 Dec
Marine Theme - 4 BR - Backyard - Fire pit
Property grounds
#37 - Luxury Collection

Vacation Home in Stratford

#37 - Luxury Collection
2.0 star property
8.0 out of 10, Very Good, (4)
"We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. "
United States
Sarah T.
The price is AED 527
AED 1,399 total
includes taxes & fees
15 Dec - 16 Dec
#37 - Luxury Collection
Outdoor dining
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Vacation Home in Fairfield

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
10.0 out of 10, Exceptional, (22)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is AED 749
AED 1,838 total
includes taxes & fees
7 Jan - 8 January 2026
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Front of property
Beechmont - Perfect for Family Retreat!

Vacation Home in North End

Beechmont - Perfect for Family Retreat!
5.0 star property
The price is AED 3,108
AED 4,860 total
includes taxes & fees
12 Dec - 13 Dec
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Vacation Home in Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
2.0 star property
The price is AED 336
AED 1,422 total
includes taxes & fees
12 Dec - 13 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Fridge, oven, stovetop, coffee/tea maker
Centric property close to all the great things in the city

Vacation Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.2 out of 10, Good, (13)
"This rental was great accommodation"
United States
Alma B.
The price is AED 578
AED 1,092 total
includes taxes & fees
11 Dec - 12 Dec
Centric property close to all the great things in the city
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Vacation Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AED 612
AED 1,304 total
includes taxes & fees
15 Dec - 16 Dec
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Vacation Home in Hopewell Junction

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is AED 559
AED 948 total
includes taxes & fees
11 Dec - 12 Dec
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Property grounds
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Vacation Home in Waterside

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
9.8 out of 10, Exceptional, (9)
"Lovely little home in Stamford."
United States
Pat A.
The price is AED 578
AED 1,209 total
includes taxes & fees
11 Dec - 12 Dec
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Vacation Home in North End

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
9.4 out of 10, Exceptional, (6)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
United States
April R.
The price is AED 3,223
AED 5,827 total
includes taxes & fees
11 Dec - 12 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Fridge, microwave, oven, stovetop
The B&W Haven 5BR Home with yard theater + Office

Vacation Home in Brooklawn - St. Vincent

The B&W Haven 5BR Home with yard theater + Office
9.4 out of 10, Exceptional, (8)
"Host was very polite and communicated well throughout the stay. The property appears well maintained. There are window units but everyone was comfortable for the duration of our stay."
United States
George M.
The price is AED 1,051
AED 2,469 total
includes taxes & fees
11 Dec - 12 Dec
The B&W Haven 5BR Home with yard theater + Office
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Vacation Home in New Fairfield

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (16)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
The price is AED 738
AED 1,880 total
includes taxes & fees
16 Dec - 17 Dec
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Terrace/patio
Cozy cute Relaxing home

Vacation Home in Southbury

Cozy cute Relaxing home
8.8 out of 10, Excellent, (6)
"nice quiet area"
United States
Alex V.
The price is AED 661
AED 1,219 total
includes taxes & fees
20 Dec - 21 Dec
Cozy cute Relaxing home
Property grounds
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Vacation Home in Fairfield

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
9.4 out of 10, Exceptional, (20)
"Very nice house and location. Very good service and excellent attention."
Mexico
Armando V.
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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Top Ridgefield Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Hotel appearance notibly better c/w last visit. Clean, excellent rooms, great staff. Gym was utile and clean. definitely will return next time."
Christopher 2-night trip
Posted 17 hours ago
Hyatt Regency Greenwich