Ridgefield holiday rentals

We found 1,108 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Ridgefield that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Ridgefield

Showing deals for:18 Dec - 25 Dec

Private kitchen
Living area
Balcony
Interior
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury

8% off
AU$12,539
for 7 nights, 1 home
AU$1,791 per night
includes taxes & fees
Nature & Luxury @Lavender Lake Est (Kosher optional)
Bedroom 1: King
Sunset
Kitchen
Living Room
Exceptional
(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury

8% off
AU$18,355
for 7 nights, 1 home
AU$2,622 per night
includes taxes & fees
6-Acre Luxurious Country Home with Goddess Point Lookout
18' x 36' heated pool.
Gorgeous sunsets every night
Private kitchen
Movie room with 85" 4k screen and surround sound Sonos System
Exceptional
(56 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
AU$12,993
for 7 nights, 1 home
AU$1,856 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Kitchen
View of back of house
Stairs leading to third floor
Front of house
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

8% off
AU$12,311
for 7 nights, 1 home
AU$1,759 per night
includes taxes & fees
Fairfield Beach Modern Colonial
Well stocked eat-in kitchen with stainless appliances.
Outdoor dining
Private kitchen
Cozy library.
Exceptional
(122 reviews)

Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct

Danbury

8% off
AU$7,080
for 7 nights, 1 home
AU$1,011 per night
includes taxes & fees
Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct
Large Flagstone Terraces, Gas BBQ, Heated Pool
Exterior
Interior
Room
Exceptional
(7 reviews)

"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT

Washington Depot

31% off
AU$13,085
for 7 nights, 1 home
AU$1,869 per night
includes taxes & fees
"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT
Room
Living area
Terrace/patio
Living area
Exceptional
(5 reviews)

2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC

Fairfield

8% off
AU$30,114
for 7 nights, 1 home
AU$4,302 per night
includes taxes & fees
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Dining
Terrace/patio
Interior
Property grounds
Exceptional
(5 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull

8% off
AU$14,390
for 7 nights, 1 home
AU$2,056 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Room
Outdoor dining
Living area
Interior
Exceptional
(21 reviews)

Beautiful lake view home on Whaley Lake in Holmes, NY.

Holmes

8% off
AU$6,810
for 7 nights, 1 home
AU$973 per night
includes taxes & fees
Beautiful lake view home on Whaley Lake in Holmes, NY.
Property grounds
Interior
Exterior
Private kitchen
Exceptional
(34 reviews)

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury

8% off
AU$10,926
for 7 nights, 1 home
AU$1,561 per night
includes taxes & fees
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Interior
Property grounds
Property grounds
Private kitchen
Exceptional
(36 reviews)

Direct Lakefront Home on Lake Lillinonah with Elevator Access.

Brookfield

8% off
AU$7,140
for 7 nights, 1 home
AU$1,020 per night
includes taxes & fees
Direct Lakefront Home on Lake Lillinonah with Elevator Access.
Front of Cottage 2024
small, covered front porch on cottage
Lovely rolling 8 Acre farmland is shared with the main house
Interior
Exceptional
(9 reviews)

Clean & Bright 2 Bedroom Cottage shares 8 Acres

Southbury

16% off
AU$3,492
for 7 nights, 1 cottage
AU$499 per night
includes taxes & fees
Clean & Bright 2 Bedroom Cottage shares 8 Acres
Interior
Living area
Pool
Dining
Exceptional
(24 reviews)

6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED

Carmel

8% off
AU$13,146
for 7 nights, 1 home
AU$1,878 per night
includes taxes & fees
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
Terrace/patio
Property grounds
Living area
Private kitchen
Exceptional
(15 reviews)

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown

8% off
AU$2,101
for 7 nights, 1 cottage
AU$300 per night
includes taxes & fees
Cozy cottage with AC and lake access in charming Connecticut suburb.
Property grounds
Property grounds
Dining
Private kitchen
Exceptional
(7 reviews)

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

Holmes

8% off
AU$3,975
for 7 nights, 1 home
AU$568 per night
includes taxes & fees
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Exterior
Family room
Chef’s Kitchen
Primary BR
Exceptional
(21 reviews)

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Carmel

12% off
AU$6,583
for 7 nights, 1 home
AU$940 per night
includes taxes & fees
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Interior
Exterior
Living room
Dining
Exceptional
(19 reviews)

Barn Apartment Hideaway

Washington Depot

15% off
AU$2,911
for 7 nights, 1 apartment
AU$416 per night
includes taxes & fees
Barn Apartment Hideaway
Exterior
Marina
Outdoor dining
Living area
Wonderful
(16 reviews)

<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

Stamford

7% off
AU$1,970
for 7 nights, 1 apartment
AU$281 per night
includes taxes & fees
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Kitchen
View of the Pond
Bathroom
Entryway Stairs
Exceptional
(7 reviews)

Private Apartment in Southbury 101

Southbury

8% off
AU$2,245
for 7 nights, 1 apartment
AU$321 per night
includes taxes & fees
Private Apartment in Southbury 101
Room
Living area
Private kitchen
Living area
Very good
(13 reviews)

❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC

Stamford

7% off
AU$2,006
for 7 nights, 1 apartment
AU$287 per night
includes taxes & fees
❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
Bathroom
Living area
Interior
Room
Exceptional
(37 reviews)

1 bedroom Cozy, comfy, super clean, great location and own entrance!!

Shelton

7% off
AU$802
for 7 nights, 1 apartment
AU$115 per night
includes taxes & fees
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Room
Interior
Interior
Interior
Exceptional
(10 reviews)

The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC

Stamford

5% off
AU$1,426
for 7 nights, 1 apartment
AU$204 per night
includes taxes & fees
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
Dining Room
Open Concept Living Room, Dining Room, Kitchen
Queen Bedroom
Open Concept Living Room and Kitchen
Wonderful
(6 reviews)

Private Apartment in Southbury 102

Southbury

8% off
AU$2,041
for 7 nights, 1 apartment
AU$292 per night
includes taxes & fees
Private Apartment in Southbury 102
Pool
Exterior detail
Property grounds
Private kitchen
Exceptional
(38 reviews)

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

New Fairfield

8% off
AU$3,501
for 7 nights, 1 apartment
AU$500 per night
includes taxes & fees
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

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    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Lively Ridgefield will entice you

Take a holiday to Ridgefield and enjoy the area's monuments, live music and festivals. This city is well-known for its spas and golfing. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Ridgefield

Are you hoping to discover attractions to visit while you're in the area? Venture out of your holiday home and check out everything that makes Ridgefield a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Norwalk Maritime Aquarium (13.4 mi / 21.6 km)
  • Hand & Stone Massage and Facial Spa (15.2 mi / 24.4 km)
  • Putnam County Golf Course (15.3 mi / 24.7 km)
  • Country Club of Fairfield (15.9 mi / 25.6 km)
  • Chelsea Piers (16 mi / 25.7 km)
  • Thunder Ridge Ski Resort (16.1 mi / 25.9 km)

Exploring the natural features in Ridgefield

Whether you're an outdoor enthusiast or just want to take in the scenery, Ridgefield is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Mamanasco Beach (2.8 mi / 4.4 km)
  • Lucius Pond Ordway / Devil's Den Preserve (6.2 mi / 10 km)
  • Tarrywile Park and Mansion (7 mi / 11.3 km)
  • Rogers Park (7.5 mi / 12.1 km)
  • Bear Mountain Reservation (11.5 mi / 18.5 km)
  • Lake Mohegan (13.6 mi / 21.9 km)

Transport options to and around Ridgefield

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 6.1 mi (9.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into White Plains, NY (HPN-Westchester County), which is 18.3 mi (29.5 km) away.

Frequently asked questions

What is the best area to stay in Ridgefield when booking a holiday rental?
When considering a holiday rental in Ridgefield, Connecticut, a popular area to stay is near the charming village centre. This location offers easy access to a variety of local amenities, including delightful shops, cafés, and restaurants that truly capture the essence of New England charm. Additionally, it's close to the picturesque Ridgefield Playhouse, a popular venue for live performances and cultural events, making it a great spot for those interested in the arts.Another appealing neighbourhood is around the scenic parks, such as the expansive Ballard Park, which provides lovely walking trails and picnic areas. This area is particularly attractive for families and nature enthusiasts alike. Staying here gives visitors the chance to immerse themselves in the beautiful surroundings while still being conveniently located to enjoy the local community.In terms of properties, Ridgefield offers a range of holiday rentals, from quaint cottages to spacious family homes, ensuring that there is something for everyone.
Where are the best areas for renting a beach house in Ridgefield?
For renting a beach house in Ridgefield, Connecticut, consider the scenic areas along the coastline of Long Island Sound, particularly in nearby towns like Westport and Fairfield. These charming coastal communities offer a variety of holiday rentals that provide easy access to beautiful beaches such as Compo Beach and Jennings Beach. Many properties in this region come with desirable amenities like spacious outdoor decks, private gardens, and fully equipped kitchens, making them great for families or groups looking to enjoy a relaxing seaside getaway.In Westport, you can find beach houses that often feature stunning water views and modern interiors, along with convenient access to local shops and restaurants. The atmosphere here is vibrant, with a mix of cultural attractions and recreational activities. Additionally, rentals near the Saugatuck River offer opportunities for kayaking and paddleboarding, adding to the coastal experience.Fairfield, just a short drive away, also presents excellent options with beach houses that often include amenities such as outdoor grills, fire pits, and easy beach access, allowing guests to fully embrace the coastal lifestyle.
What is the most popular type of holiday rental accomodation in Ridgefield?
In Ridgefield, holiday houses are the most popular type of holiday rental, with around 12 available in the area. These homes are typically situated in peaceful neighbourhoods, providing a spacious and comfortable atmosphere for families or groups. Most holiday houses come equipped with fully functional kitchens, multiple bedrooms, and outdoor spaces such as patios or gardens for relaxation. Additionally, there are several charming cottages available, which offer a quaint and cosy alternative for those looking for a more intimate stay.
Are there any family house rentals in Ridgefield?
In Ridgefield, Connecticut, there are several family-friendly house rentals available. This charming town is known for its picturesque landscapes and a strong sense of community, making it an ideal destination for families. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and explore.Visitors can enjoy amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay. The locale is also close to attractions like the Ridgefield Playhouse, which hosts a variety of family-friendly performances, and the nearby nature reserves, superb for outdoor adventures like hiking and picnicking.
Can I rent a holiday home with a pool or hot tub in Ridgefield?
In Ridgefield, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing choice for travellers seeking relaxation and recreation. This picturesque town is known for its charming residential neighbourhoods and access to beautiful parks. Many of the rental properties come equipped with amenities such as private swimming pools, hot tubs, outdoor patios, and spacious gardens, superb for enjoying the serene surroundings. Some homes also offer fully equipped kitchens, allowing guests to prepare meals and entertain in style.
Are there pet-friendly house rentals in Ridgefield?
In Ridgefield, several pet-friendly house rentals are available, making it a great choice for travellers looking to bring their furry companions along. These holiday homes often come with amenities such as spacious backyards, modern kitchens, and comfortable living areas, ensuring a pleasant stay for both pets and their owners.The town is surrounded by beautiful parks and nature reserves, providing ample opportunities for outdoor activities with pets. For instance, the nearby Ridgefield Parks and Recreation area offers walking trails and open spaces where pets can roam and play. Additionally, the town's charming downtown area features pet-friendly cafes and shops, allowing guests to enjoy local cuisine while keeping their pets close.
Are there any remote work holiday rentals in Ridgefield?
In Ridgefield, Connecticut, there are several remote work-friendly holiday rentals available, with around 16 options to choose from. These properties are designed to cater to those seeking a productive environment while enjoying the beauty of the area. Many rentals come equipped with essential amenities such as high-speed internet, dedicated desks, and comfortable office chairs, ensuring a conducive workspace. Some accommodations may also offer access to printers and other office essentials, making it easier for remote workers to stay connected and efficient during their stay.Ridgefield itself is a charming town with plenty of natural beauty, parks, and walking trails, ideal for taking breaks and enjoying the outdoors. The local community features a variety of shops, restaurants, and cultural attractions, providing a well-rounded experience for those balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Ridgefield?
In Ridgefield, popular rental amenities include spacious decks or patios, superb for enjoying the outdoors and the serene surroundings. Many properties also feature a fireplace, adding a touch of warmth and comfort, particularly during the cooler months. For those needing to work or study remotely, a desk is commonly available in many rentals, ensuring a convenient workspace. Additionally, several accommodations are located near local museums, providing guests with cultural and educational experiences just a short distance away.
When is the best time to visit Ridgefield for a holiday rental?
The peak season for visiting Ridgefield occurs from May to July, with July being the most popular month. This vibrant time of year attracts families and outdoor enthusiasts who flock to enjoy the lush landscapes and various local festivals. The warm summer weather, with temperatures often reaching the low to mid-30s Celsius, creates an ideal setting for outdoor activities such as hiking in the nearby nature reserves or exploring the charming downtown area.During this bustling period, visitors can take advantage of numerous events and activities tailored for all ages, including art shows and community gatherings. The atmosphere is lively, and you'll find plenty of opportunities to engage with the local culture while enjoying the natural beauty of Ridgefield.For those seeking a more budget-friendly experience, consider visiting in November. This month offers a serene charm, with fewer tourists and the opportunity to enjoy the crisp autumn air. It's a lovely time for peaceful walks through the changing foliage and exploring the town's quaint shops and eateries at a leisurely pace.Ultimately, the best time to book a holiday rental in Ridgefield will depend on your preferences.
What are the top attractions in Ridgefield?
In Ridgefield, visitors can enjoy a variety of attractions that showcase the town's charm and natural beauty. The Aldrich Contemporary Art Museum is a highlight, featuring rotating exhibitions of innovative contemporary art in a serene setting. Nature enthusiasts will appreciate the great outdoors at the nearby Ridgefield Recreation Centre, which offers trails for hiking and biking, as well as facilities for sports and community events.The beautiful Keeler Tavern Museum, a historic site dating back to the 18th century, provides insights into the local history and architecture of the area. For those interested in wildlife, the nearby Connecticut Audubon Society's Bird Sanctuary offers trails and educational programs focused on local flora and fauna.Additionally, the town's quaint Main Street features a selection of charming shops, cafes, and restaurants, superb for leisurely strolls and enjoying the local culinary scene.
Are all fees included in the Ridgefield holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Ridgefield holiday homes with parking?
Stayz offers a wide selection of holiday homes in Ridgefield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Ridgefield holiday homes?
You can find great discounts on holiday homes in Ridgefield on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Ridgefield holiday home booking on Stayz?
To find Ridgefield holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Ridgefield?
A long-stay holiday home in Ridgefield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Ridgefield holiday home?
Book your Ridgefield holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Ridgefield?
Prices for holiday homes in Ridgefield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Ridgefield to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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