Photo by Viktor Hromyk

Ridgefield Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Ridgefield vacation rentals

Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
The Mansion Hotel-style

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very Good, (22)
"Great service and very clean 👌 "
United States
JEAN
The price is ￥12,940
￥14,881 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Mansion Hotel-style
Lobby
Stamford Suites

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
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
The price is ￥17,238
￥19,824 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Stamford Suites
Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is ￥42,373
￥48,729 total
includes taxes & fees
Dec 28 - Dec 29
Guesthouse at Norwalk Inn
2 bedrooms, iron/ironing board, travel crib, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
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
The price is ￥16,526
￥43,676 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Renovated 2BR Retreat / Modern Comforts Included
Exterior
New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury
Southbury
9.8 out of 10, Exceptional, (20)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥13,387
￥18,527 total
includes taxes & fees
Dec 29 - Dec 30
New One Bedroom Apartment Centrally Located in Southbury
Fridge, microwave, oven, stovetop
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

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, (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.
The price is ￥19,393
￥49,158 total
includes taxes & fees
Jan 11 - Jan 12, 2026
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.

Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
Downtown Bridgeport
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
The price is ￥39,035
￥59,958 total
includes taxes & fees
Jan 14 - Jan 15, 2026
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

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
10.0 out of 10, Exceptional, (2)
"Wonderful "
United States
Nolufefe Z.
The price is ￥25,463
￥60,979 total
includes taxes & fees
Jan 11 - Jan 12, 2026
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

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Downtown Bridgeport
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
The price is ￥21,860
￥35,913 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Pool
Business or Weekend escape

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ￥13,272
￥22,875 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Business or Weekend escape
Interior
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
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.
The price is ￥13,308
￥24,197 total
includes taxes & fees
Dec 28 - Dec 29
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Interior
Private Apartment in Southbury 101

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
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.
The price is ￥15,814
￥42,220 total
includes taxes & fees
Dec 28 - Dec 29
Private Apartment in Southbury 101
Outdoor dining
Updated, cozy single family in Fairfield County

Updated, cozy single family in Fairfield County

Updated, cozy single family in Fairfield County
Trumbull
9.4 out of 10, Exceptional, (12)
"This location is great close to highway and mall."
United States
Sansia D.
The price is ￥32,114
￥71,612 total
includes taxes & fees
Dec 29 - Dec 30
Updated, cozy single family in Fairfield County
Fridge, microwave, oven, stovetop
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Brooklawn - St. Vincent
8.0 out of 10, Very Good, (1)
"It was clean "
United States
Burton
The price is ￥16,526
￥45,393 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (23)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is ￥17,849
￥38,845 total
includes taxes & fees
Jan 1 - Jan 2, 2026
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Fridge, microwave, oven, stovetop
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Bright Escape, Top-Rated Design, Fire pit, Near Beach

Bright Escape, Top-Rated Design, Fire pit, Near Beach
Fairfield
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.
The price is ￥27,793
￥74,688 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (7)
"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.
The price is ￥137,390
￥247,479 total
includes taxes & fees
Dec 30 - Dec 31
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Outdoor dining
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Fairfield
10.0 out of 10, Exceptional, (23)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is ￥27,869
￥75,302 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Fridge, microwave, oven, stovetop
Private Apartment in Southbury 103

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
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.
The price is ￥16,910
￥43,636 total
includes taxes & fees
Dec 29 - Dec 30
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ridgefield Hotel Reviews

Red Carpet Inn

Red Carpet Inn

10/10 Excellent
"Ok Great "
John 1-night trip
Posted 1 day ago
Red Carpet Inn

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 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.