Ridgefield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Ridgefield vacation rentals

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.
$562 nightly
The price is $643
Nov 12 - Nov 13
Total with taxes and fees
Renovated Retreat with Heated Pool
A modern hotel room with a large bed, a wooden floor, a small kitchenette, and a view of the city through large windows.

2. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful setting, and plenty of room for a family of four. Accommodations were very clean and spacious. Thank you for hosting us!"
United States
Susan K.
$587 nightly
The price is $672
Nov 29 - Nov 30
Total with taxes and fees
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

3. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
7.4 out of 10, Good, (3 reviews)
"We had a wonderful experience! The RV was very nice and cozy. Everything was clean and well maintained. The property was beautiful. The host was very helpful and accommodating. Definitely plan on coming back!"
United States
Fernanda
$163 nightly
The price is $177
Nov 9 - Nov 10
Total with taxes and fees
Welcome to Sweet Abby Rose!
A modern hotel room with a bed, bedside table, lamp, desk, and window.

4. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Bethel
10.0 out of 10, Exceptional, (3 reviews)
"We found plenty of space for our small group plus pets. Loved having a private bathroom,it made mornings smooth."
United States
Anonymous traveler
$114 nightly
The price is $131
Nov 10 - Nov 11
Total with taxes and fees
1 King Bed | Non-Smoking
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

5. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
$216 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
Spacious Studio with Pool Table
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

6. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (208 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
$164 nightly
The price is $189
Nov 9 - Nov 10
Total with taxes and fees
Stamford Suites
Deck: Comfortable outdoor sofa sets for outdoor conversations

7. 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.
$252 nightly
The price is $288
Nov 9 - Nov 10
Total with taxes and fees
Serenity Haven: A Modern Retreat
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

8. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$275 nightly
The price is $316
Dec 2 - Dec 3
Total with taxes and fees
Guesthouse at Norwalk Inn
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

9. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (118 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Nov 22 - Nov 23
Total with taxes and fees
DUNE Fairfield Beach
A modern hotel room with a bed, bedside table, lamp, desk, and window.

10. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
10.0 out of 10, Exceptional, (4 reviews)
"Quick check-in and a quiet room made sleeping easy here. Everything felt straightforward without hassle."
United States
Anonymous traveler
$109 nightly
The price is $125
Nov 10 - Nov 11
Total with taxes and fees
1 Queen Bed | Non-Smoking
A hotel room with two beds, a desk, a chair, and a large window with curtains.

11. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Bethel
10.0 out of 10, Exceptional, (2 reviews)
"Got a good rest before the drive. Place was clean with a refreshing shower and calm enough for sleep."
United States
Anonymous traveler
$118 nightly
The price is $136
Nov 10 - Nov 11
Total with taxes and fees
2 Queen Beds | Non-Smoking
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

12. 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.
$500 nightly
The price is $571
Nov 9 - Nov 10
Total with taxes and fees
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

13. 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.
$112 nightly
The price is $127
Nov 9 - Nov 10
Total with taxes and fees
Cozy private room in a shared home with a Full-size bed and private bathroom.
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

14. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (29 reviews)
"Great location and clean property. Some items were broken or missing, but overall, a nice stay."
United States
Cherie
$322 nightly
The price is $368
Nov 9 - Nov 10
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
A room with large windows overlooking a lake and greenery.

15. 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.
$289 nightly
The price is $330
Nov 9 - Nov 10
Total with taxes and fees
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Living area

16. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
$220 nightly
The price is $252
Nov 10 - Nov 11
Total with taxes and fees
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

17. 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.
$301 nightly
The price is $326
Nov 9 - Nov 10
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A modern living room with a sofa, coffee table, and a bed in the background.

18. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
10.0 out of 10, Exceptional, (1 review)
"Unit was clean, beds were large and comfy. Very close to downtown. Would stay again!"
United States
Matthew
$292 nightly
The price is $334
Nov 9 - Nov 10
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
A modern living room with a sofa, a coffee table, and a bar stool.

19. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
$256 nightly
The price is $293
Nov 20 - Nov 21
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

20. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (19 reviews)
"A hidden gem! We have stayed here twice now when attending concerts at Hartford Healthcare Amphitheater. A beautifully appointed room within walking distance to the shows!"
United States
Kim F.
$190 nightly
The price is $217
Nov 16 - Nov 17
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
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

A modern dining area with multiple tables and chairs, a kitchen area with appliances, and a seating area with a large window.
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Danbury

10/10 Excellent

I was wowed with this hotel. Exceptionally friendly staff. Exceptionally clean facility and clean room. Easy access to many nearby restaurants and Route 84. A great value, nice breakfast, and best of all…the coffee was delicious! Will definitely stay here again next time we’re passing through.
United States
Robert
Reviewed February 20, 2025
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Find out more about Ridgefield

Everything you need to know about Ridgefield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ridgefield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ridgefield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ridgefield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ridgefield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ridgefield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ridgefield rentals

At Expedia, we put the best Ridgefield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ridgefield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ridgefield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ridgefield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Ridgefield?

Yes, we have vacation rentals in Ridgefield near Ridgefield Playhouse, or you can select a more remote option if you're looking for extra privacy while you relax. Ridgefield is known for its spas and monuments. Make sure you have time to check out the live music and golf courses during your trip.

What are some of the best vacation rentals in Ridgefield?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Ridgefield vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Ridgefield?

Expedia has 4 vacation rentals for your stay in Ridgefield.

What’s there to see and do in Ridgefield?

Enjoy the outdoors at Mamanasco Beach and Weir Farm National Historic Site, or simply take in cultural attractions like Ridgefield Playhouse and Prospector Theater. While here, Twixt Hills Beach and Wooster Mountain State Park are other places worth a visit.

What’s a vacation rental in Ridgefield like?

Vacation rentals are private properties you can book for short or long periods in Ridgefield. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.

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