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Ridgefield Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Ridgefield vacation rentals

Family Suite, 2 Bedrooms | Living area
The Mansion Hotel-style

Aparthotel in West Norwalk

The Mansion Hotel-style
2.5 star property
8.2 out of 10, Very Good, (22)
"Great service and very clean 👌 "
United States
JEAN
$83 nightly
The price is $96
Dec 27 - Dec 28
Total with taxes and fees
The Mansion Hotel-style
Exterior
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (82)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
$110 nightly
The price is $127
Dec 26 - Dec 27
Total with taxes and fees
Stamford Suites
Classic Suite | Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$252 nightly
The price is $290
Jan 19 - Jan 20, 2026
Total with taxes and fees
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$229 nightly
The price is $264
Dec 27 - Dec 28
Total with taxes and fees
Guesthouse at Norwalk Inn
Fridge, microwave, oven, stovetop
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
$248 nightly
The price is $282
Jan 4 - Jan 5, 2026
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (20)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$106 nightly
The price is $118
Dec 29 - Dec 30
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury
Terrace/patio
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Apartment in Tunxis Hill

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (1)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
$279 nightly
The price is $316
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
2 bedrooms, iron/ironing board, WiFi, bed sheets
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Apartment in Downtown Bridgeport

Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
9.0 out of 10, Wonderful, (2)
"Very convenient location to everything in Bridgeport. Very easy and explicit check in directions! The unit was very clean!"
United States
Kelly
$342 nightly
The price is $387
Dec 26 - Dec 27
Total with taxes and fees
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
Fridge, microwave, oven, stovetop
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Apartment in West End - West Side

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (2)
"Wonderful "
United States
Nolufefe Z.
$344 nightly
The price is $389
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
1 bedroom, desk, iron/ironing board, free WiFi
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Apartment in Downtown Bridgeport

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
9.4 out of 10, Exceptional, (8)
"The apartment was very clean with everything we needed for our stay. Outside noise was a little loud so I’d suggest a sound machine, but in case your forget the awesome host has supplied soft ear plugs for you. I would definitely visit again. "
United States
Chrystie
$200 nightly
The price is $227
Jan 2 - Jan 3, 2026
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
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
$130 nightly
The price is $147
Jan 1 - Jan 2, 2026
Total with taxes and fees
Business or Weekend escape
1 bedroom, iron/ironing board, free WiFi, bed sheets
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.
$137 nightly
The price is $155
Dec 28 - Dec 29
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Interior
Private Apartment in Southbury 101

Apartment in Southbury

Private Apartment in Southbury 101
9.4 out of 10, Exceptional, (6)
"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."
United States
Rooster D.
$239 nightly
The price is $272
Jan 19 - Jan 20, 2026
Total with taxes and fees
Private Apartment in Southbury 101
Fridge, microwave, oven, stovetop
Updated, cozy single family in Fairfield County

Vacation Home in Trumbull

Updated, cozy single family in Fairfield County
9.4 out of 10, Exceptional, (12)
"This location is great close to highway and mall."
United States
Sansia D.
$485 nightly
The price is $549
Dec 29 - Dec 30
Total with taxes and fees
Updated, cozy single family in Fairfield County
2 bedrooms, iron/ironing board, travel crib, WiFi
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Apartment in Brooklawn - St. Vincent

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
8.0 out of 10, Very Good, (1)
"It was clean "
United States
Burton
$246 nightly
The price is $280
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Vacation Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (23)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
$212 nightly
The price is $240
Jan 1 - Jan 2, 2026
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Dining
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)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
$414 nightly
The price is $479
Jan 4 - Jan 5, 2026
Total with taxes and fees
Bright Escape, Top-Rated Design, Fire pit, Near Beach
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.
$1,403 nightly
The price is $1,587
Dec 26 - Dec 27
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Beach
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.
$426 nightly
The price is $482
Jan 21 - Jan 22, 2026
Total with taxes and fees
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Fridge, microwave, oven, stovetop
Private Apartment in Southbury 103

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
$239 nightly
The price is $272
Jan 19 - Jan 20, 2026
Total with taxes and fees
Private Apartment in Southbury 103
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

The Watershed

The Watershed

10/10 Excellent
"Excellent in every way "
Joanne 1-night trip
Posted 14 hours ago
The Watershed

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 $127 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Ridgefield?

Yes, we have vacation rentals near popular sights in Ridgefield, or you can go with a secluded option if you want a relaxing place to stay. 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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: Visitors like this Ridgefield vacation home rental. It is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Aldrich Contemporary Art Museum. While here, Keeler Tavern Museum & History Center and Seth Low Pierrepont 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.