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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Ridgefield vacation rentals

A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

1. 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 ￥15,791
￥29,264 total
includes taxes & fees
Oct 15 - Oct 16
Welcome to Sweet Abby Rose!
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

2. 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 ￥50,934
￥117,295 total
includes taxes & fees
Oct 25 - Oct 26
Renovated Retreat with Heated Pool
A modern hotel room with a large bed, bedside tables, a desk, and a chair.

3. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
The price is ￥17,365
￥19,970 total
includes taxes & fees
Oct 12 - Oct 13
1 Queen Bed | Non-Smoking
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, (114 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is ￥28,018
￥41,853 total
includes taxes & fees
Oct 12 - Oct 13
DUNE Fairfield Beach
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
The price is ￥24,950
￥45,273 total
includes taxes & fees
Oct 20 - Oct 21
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, (189 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is ￥22,944
￥26,385 total
includes taxes & fees
Oct 12 - Oct 13
Stamford Suites
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

7. 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 ￥49,887
￥57,370 total
includes taxes & fees
Oct 20 - Oct 21
Guesthouse at Norwalk Inn
A vending machine with various snacks and drinks.

8. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Bethel
The price is ￥18,050
￥20,757 total
includes taxes & fees
Oct 19 - Oct 20
1 King Bed | Non-Smoking
A hotel room with two beds, a desk, a chair, and a TV.

9. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Bethel
The price is ￥18,823
￥21,646 total
includes taxes & fees
Oct 19 - Oct 20
2 Queen Beds | Non-Smoking
A modern living room with a large window, a sofa, a coffee table, and a TV.

10. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
The price is ￥17,528
￥30,737 total
includes taxes & fees
Oct 27 - Oct 28
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A white house with a wooden staircase leading to a porch.

11. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is ￥13,951
￥19,207 total
includes taxes & fees
Oct 14 - Oct 15
Cozy One Bedroom Apartment Centrally Located in Southbury
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

12. 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 ￥19,899
￥61,796 total
includes taxes & fees
Oct 8 - Oct 9
Luxury Designer 2 bedroom+office/3bed vacation home.
A swimming pool at night with blue lighting.

13. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is ￥14,212
￥24,042 total
includes taxes & fees
Oct 20 - Oct 21
Business or Weekend escape
A campfire with a wooden table and benches by a lake.

14. 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, (44 reviews)
"Nice stay"
United States
Christopher J.
The price is ￥25,625
￥53,354 total
includes taxes & fees
Oct 8 - Oct 9
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

15. 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, (2 reviews)
"Clean and close to activitys"
United States
randall
The price is ￥12,243
￥24,519 total
includes taxes & fees
Oct 13 - Oct 14
Cozy private room in a shared home with a Full-size bed and private bathroom.
A beige sofa with blue cushions, a white vase with flowers, and a white door with a glass panel.

16. Modern Apartment with Private Entrance

Modern Apartment with Private Entrance
Historic District
The price is ￥25,277
￥46,943 total
includes taxes & fees
Oct 8 - Oct 9
Modern Apartment with Private Entrance
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

17. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.8 out of 10, Good, (6 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
The price is ￥21,326
￥52,483 total
includes taxes & fees
Oct 8 - Oct 9
Modern 2 Bed in BlackRock
A modern kitchen with a dining area, large windows, and a TV displaying a streaming service.

18. 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 ￥23,023
￥36,464 total
includes taxes & fees
Oct 19 - Oct 20
The Perch in the Purchase -- Cozy, unique, and private
A picnic setup with a checkered blanket, a basket, and two wine glasses on a grassy area with a lake and trees in the background.

19. Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
8.6 out of 10, Excellent, (36 reviews)
"Very serene location, the host was very responsive and helpful."
United States
Stephen L.
The price is ￥18,475
￥53,855 total
includes taxes & fees
Oct 18 - Oct 19
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
A dining table set with blue bowls, gold cutlery, and yellow lemons.

20. Romantic Hide Out

Romantic Hide Out
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
The price is ￥17,054
￥38,246 total
includes taxes & fees
Oct 15 - Oct 16
Romantic Hide Out
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

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"Great spot, great staff. Clean and comfortable."
Todd 1-night trip
Posted 18 hours ago
Norwalk Inn & Conference Center

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.