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

Ridgefield Vacation Rentals

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Our top choices for Ridgefield vacation rentals

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 CA $421
CA $1,012 total
includes taxes & fees
Oct 25 - Oct 26
Renovated Retreat with Heated Pool

2. 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 CA $401
CA $461 total
includes taxes & fees
Oct 14 - Oct 15
Guesthouse at Norwalk Inn

3. 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 CA $141
CA $261 total
includes taxes & fees
Sep 28 - Sep 29
Welcome to Sweet Abby Rose!

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 CA $251
CA $375 total
includes taxes & fees
Oct 5 - Oct 6
DUNE Fairfield Beach

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 CA $185
CA $359 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Studio with Pool Table

6. 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 CA $198
CA $328 total
includes taxes & fees
Sep 28 - Sep 29
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

7. 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 CA $125
CA $172 total
includes taxes & fees
Sep 28 - Sep 29
Cozy One Bedroom Apartment Centrally Located in Southbury

8. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is CA $331
CA $608 total
includes taxes & fees
Sep 28 - Sep 29
Gilded Age Luxury Surrounded by Nature

9. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (184 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is CA $218
CA $251 total
includes taxes & fees
Sep 30 - Oct 1
Stamford Suites

10. 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 CA $204
CA $588 total
includes taxes & fees
Oct 2 - Oct 3
Modern Luxe 1BR Apt in Downtown Stamford

11. 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, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is CA $229
CA $443 total
includes taxes & fees
Oct 5 - Oct 6
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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 traveller
The price is CA $178
CA $560 total
includes taxes & fees
Sep 28 - Sep 29
Luxury Designer 2 bedroom+office/3bed vacation home.

13. 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
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is CA $304
CA $583 total
includes taxes & fees
Oct 5 - Oct 6
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

14. 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)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is CA $285
CA $804 total
includes taxes & fees
Sep 28 - Sep 29
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

15. 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, (15 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 CA $378
CA $946 total
includes taxes & fees
Sep 28 - Sep 29
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

16. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is CA $223
CA $467 total
includes taxes & fees
Sep 30 - Oct 1
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

17. 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, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is CA $285
CA $804 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

18. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 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 CA $191
CA $475 total
includes taxes & fees
Sep 28 - Sep 29
Modern 2 Bed in BlackRock

19. 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 CA $223
CA $380 total
includes taxes & fees
Oct 4 - Oct 5
Centric property close to all the great things in the city

20. Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Tunxis Hill
10.0 out of 10, Exceptional, (2 reviews)
"Host was attentive and the space was comfortable and exactly what we needed"
United States
Parker M.
The price is CA $244
CA $535 total
includes taxes & fees
Sep 28 - Sep 29
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
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

Find out more about Ridgefield

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Ridgefield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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, Seth Low Pierrepont State Park and Twixt Hills Beach 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.