Ridgefield holiday lettings

We found 1,089 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other 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:14 Nov - 21 Nov

Image gallery for Fabulous year round waterfront retreat on Lake Waramaug

The house in peak Fall colors!
10 out of 10 rating
Exceptional
(6 reviews)

Fabulous year round waterfront retreat on Lake Waramaug

New Preston, CT

8% off
Price is £6,213
£888 per night
includes taxes & fees
Fabulous year round waterfront retreat on Lake Waramaug

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Ridgefield

Find out more about Ridgefield

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:

  • Richter Park Golf Course (9.1 mi / 14.6 km)
  • Stanwich Club (12.8 mi / 20.6 km)
  • Centennial Golf Club (12.9 mi / 20.8 km)
  • Norwalk Maritime Aquarium (13.4 mi / 21.6 km)
  • Putnam County Golf Course (15.3 mi / 24.7 km)
  • Country Club of Fairfield (15.9 mi / 25.6 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:

  • 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 Zoar (11.8 mi / 19.1 km)
  • Old Mill Beach (12.7 mi / 20.4 km)
  • Sleepy Hollow Park (13.4 mi / 21.5 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 the charming town centre. This picturesque neighbourhood offers a delightful blend of historic architecture and modern amenities, making it an ideal base for exploring the area. The town centre is home to a variety of quaint shops, cafes, and restaurants, great for leisurely strolls and enjoying local cuisine.

Another appealing option is the Ridgefield Park area, which provides a more suburban feel with beautiful tree-lined streets and spacious homes. This neighbourhood is particularly close to the gorgeous Ridgefield Recreation Centre, where you can enjoy outdoor activities and community events. Additionally, staying here allows easy access to nearby nature reserves, such as the scenic Hemlock Hills, great for hiking and appreciating the natural beauty of Connecticut.
How much does it cost to rent a holiday home in Ridgefield?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Ridgefield to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Ridgefield holiday house rentals?
You can find great discounts on house rentals in Ridgefield on Vrbo, 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.
Where are the best areas for renting a beach house in Ridgefield?
For renting a beach house in Ridgefield, Connecticut, travellers should consider the nearby coastal areas of Fairfield County, particularly the towns of Westport and Southport. These charming seaside communities provide access to several beautiful beaches along the Long Island Sound. In Westport, you can find properties near Compo Beach, which is a favourite among families for its sandy shores and picnic areas. Many beach houses here boast amenities such as outdoor decks for al fresco dining, spacious living areas, and proximity to local shops and restaurants.

Southport, just a short drive from Ridgefield, offers a more tranquil beach experience, with properties close to Southport Beach where visitors can enjoy stunning sunset views. Rentals in this area often feature luxurious amenities, including private gardens, modern kitchens, and sometimes even private access to the beach. Additionally, the picturesque village of Southport has a quaint charm, with boutique shops and fine dining options within walking distance.
What is the most popular type of holiday rental accomodation in Ridgefield?
In Ridgefield, holiday houses are the most popular type of rental accommodation, with several available throughout the town. These properties typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, which make them ideal for families or groups looking for a comfortable stay. Many houses also feature outdoor spaces such as gardens or patios, providing a pleasant environment for relaxation after exploring the local attractions.
Are there any family house rentals in Ridgefield?
In Ridgefield, Connecticut, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The town features spacious homes that often include multiple bedrooms, ample living areas, and well-equipped kitchens, great for preparing family meals after a day of exploration. Many properties also offer outdoor spaces, where kids can play and families can relax, as well as amenities like Wi-Fi and laundry facilities for added convenience.
Can I find long-stay holiday rentals in Ridgefield?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Ridgefield?
In Ridgefield, several pet-friendly house rentals are available, providing a friendly setting for travellers with furry companions. Many of these homes offer amenities such as spacious backyards, allowing pets to roam freely, and fully equipped kitchens superb for family meals after a day of exploring. Some properties also feature cosy living areas and outdoor spaces for relaxation.
Are there any remote work holiday rentals in Ridgefield?
In Ridgefield, Connecticut, there are several remote work holiday rentals available, making it an excellent choice for those looking to blend work and leisure. Many of these properties offer essential amenities such as dedicated workspaces with desks and chairs, as well as reliable Wi-Fi, ensuring that you can stay productive during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Ridgefield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Ridgefield?
In Ridgefield, popular rental amenities include patios, which provide outdoor space for relaxation and socialising. Many properties are pet-friendly, allowing guests to bring their furry companions along, with options for service animals that may have waived fees. This focus on accommodating pets adds a welcoming touch for travellers seeking a home-like environment.
When is the best time to visit Ridgefield for a holiday rental?
The best time to visit Ridgefield for a holiday rental is during the peak season from May to July, when the weather is typically warm and inviting. This period attracts visitors keen on enjoying outdoor activities, scenic parks, and vibrant local events, making it a delightful time to explore the charming town and its surroundings.

July stands out as the most popular month, offering a lively atmosphere with plenty of opportunities for sightseeing and community events. With average temperatures reaching the mid-20s Celsius, it's superb for outdoor adventures such as hiking the picturesque trails in nearby parks or visiting the local farmers' markets.

For those looking for a more budget-friendly option, November is a wonderful alternative. During this quieter month, you'll find fewer crowds while still being able to appreciate the stunning autumn scenery, as the foliage transitions beautifully. It's an ideal time for tranquil walks through nature or exploring the local art scene.
How early should I book a Ridgefield holiday rental?
Book your Ridgefield holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Ridgefield home rental booking on Vrbo?
To find Ridgefield holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Ridgefield holiday rental prices shown on Vrbo?
Vrbo 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.

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