A calm lake surrounded by autumn-colored trees and a clear blue sky.

Ridgefield Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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.
The price is ￥44,466
￥108,315 total
includes taxes & fees
Oct 6 - Oct 7
Renovated Retreat with Heated Pool
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

2. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is ￥15,785
￥29,082 total
includes taxes & fees
Oct 4 - Oct 5
Welcome to Sweet Abby Rose!
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

3. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ￥49,868
￥57,348 total
includes taxes & fees
Oct 11 - Oct 12
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.

4. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is ￥28,007
￥41,837 total
includes taxes & fees
Oct 7 - Oct 8
DUNE Fairfield Beach
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

5. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (186 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is ￥23,230
￥26,715 total
includes taxes & fees
Oct 12 - Oct 13
Stamford Suites
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

6. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Bethel
The price is ￥18,873
￥21,703 total
includes taxes & fees
Oct 4 - Oct 5
2 Queen Beds | Non-Smoking
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

7. 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
The price is ￥20,994
￥40,402 total
includes taxes & fees
Oct 5 - Oct 6
Spacious Studio with Pool Table
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
The price is ￥19,858
￥62,141 total
includes taxes & fees
Oct 5 - Oct 6
Luxury Designer 2 bedroom+office/3bed vacation home.
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.

9. 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, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is ￥22,099
￥36,621 total
includes taxes & fees
Oct 5 - Oct 6
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

10. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is ￥36,937
￥67,418 total
includes taxes & fees
Oct 14 - Oct 15
Gilded Age Luxury Surrounded by Nature
A modern hotel room with a large bed, bedside tables, a desk, and a chair.

11. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Bethel
The price is ￥18,098
￥20,813 total
includes taxes & fees
Oct 4 - Oct 5
1 King Bed | Non-Smoking
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

12. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is ￥22,730
￥65,760 total
includes taxes & fees
Oct 15 - Oct 16
Modern Luxe 1BR Apt in Downtown Stamford
A campfire with a wooden table and benches by a lake.

13. 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, (43 reviews)
"Nice stay"
United States
Christopher J.
The price is ￥25,572
￥49,139 total
includes taxes & fees
Oct 7 - Oct 8
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

14. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is ￥24,861
￥42,087 total
includes taxes & fees
Oct 6 - Oct 7
Centric property close to all the great things in the city
A modern hotel room with a large bed, a desk with a chair, a flat-screen TV, and a window with curtains.

15. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
The price is ￥17,325
￥19,924 total
includes taxes & fees
Oct 6 - Oct 7
1 Queen Bed | Non-Smoking
A modern kitchen with a dining area, large windows, and a TV displaying a streaming service.

16. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥23,041
￥36,493 total
includes taxes & fees
Oct 18 - Oct 19
The Perch in the Purchase -- Cozy, unique, and private
A modern living room with a sofa, a coffee table, and a bar stool.

17. 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.
The price is ￥22,730
￥49,659 total
includes taxes & fees
Oct 4 - Oct 5
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A multi-story house with a dock and boats, surrounded by dense forest.

18. North Cliff House - Private Dock & Sauna

North Cliff House - Private Dock & Sauna
Danbury
10.0 out of 10, Exceptional, (9 reviews)
"Enjoyed the property. Beautiful house. Great location. Reserve, stay and enjoy!"
United States
Ron P.
The price is ￥54,774
￥191,780 total
includes taxes & fees
Oct 14 - Oct 15
North Cliff House - Private Dock & Sauna
A two-story house with a covered porch, a flag, and potted plants.

19. Modern Apartment with Private Entrance

Modern Apartment with Private Entrance
Historic District
The price is ￥25,224
￥46,687 total
includes taxes & fees
Oct 4 - Oct 5
Modern Apartment with Private Entrance
A modern living room with a sofa, coffee table, and a bed in the background.

20. 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
The price is ￥20,876
￥54,946 total
includes taxes & fees
Oct 26 - Oct 27
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
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

8/10 Good
"Very nice place…location was amazing, food and service were good. I didn’t like the cold shoulder of the check in host but the bar/restaurant staff made up for it."
Vadya 2-night trip
Posted 17 hours ago
Hyatt Regency Greenwich

Find out more about Ridgefield

Search for holiday rentals in Ridgefield on Expedia! You can easily find your home rentals, villas, holiday apartments in Ridgefield using one of the methods below:

  • View our selection of featured holiday rentals in Ridgefield
  • Use the map to find apartments and other holiday homes in the Ridgefield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ridgefield while they last

Look no further and take a look at our great range of rental properties in Ridgefield!

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.