Vacation rentals in Ridgefield

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Top-rated vacation rentals in Ridgefield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene view from the covered porch showcases a lush green lawn leading to the tranquil waters of Henderson Pond. Tall trees frame the scene, with dappled sunlight filtering through the leaves, creating a calm and inviting atmosphere.
Guest suite in Wilton
4.91 out of 5 average rating, 161 reviews

Serene Pond Views Charming private patio…

Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

Guest favorite
A bright seating area features two upholstered chairs positioned near a small wooden table. Large windows allow natural light to fill the space, offering views of the surrounding trees. A soft area rug lies on the polished wooden floor, adding warmth to the minimalist design.
Guest suite in South Salem
4.81 out of 5 average rating, 16 reviews

Guest Suite in the Woods

Enjoy peace and tranquility in this minimalist designed guest suite surrounded by nature. A fantastic refuge from city life or a place to call your own while visiting friends and family. Drive 3 minutes to two separate nature hikes at Onatru Reserve or drive 15 minutes to the much loved Ward Pound Ridge. Only 10-20 minutes from the charming towns of New Canaan, Ridgefield, Pound Ridge, Katonah and Bedford, you can find numerous parks, shops, restaurants, cafes, bakeries and movie theaters.

Guest favorite
A wooden porch is visible, featuring two black chairs and an orange table. Potted flowers add color on either side, with a stone pathway leading into the surrounding greenery. The gray siding of the building complements the outdoor seating area.
Apartment in Redding
4.94 out of 5 average rating, 492 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

It’s time to book your FALL LEAF-PEEPING sojourn at the Huckleberry Quarters, a beautifully renovated studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy this FALL, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Guest favorite
An indoor resistance pool is surrounded by a wooden deck, featuring calming turquoise water. Natural light floods in through large windows, while decorative sculptures and plants adorn the space, adding to the serene environment.
Guest suite in Redding
4.92 out of 5 average rating, 193 reviews

Artist Retreat in Beautiful Country Setting

Stay at this unique property, owned and designed by a Eu artist, and enjoy the quiet countryside and natural beauty that rural CT has to offer. A large one bedroom studio with an modern fireplace, is equipped with a comfortable king size bed, full bathroom, sauna, indoor resistance pool- available at an extra charge, kitchenette, a workspace, and high-speed internet for seamless remote work. Relax in the evening at your own private outdoor seating area surrounded by the property's charm.

Top guest favorite
Guest suite in Norwalk
5 out of 5 average rating, 50 reviews

Cozy 1 Bd Private Entrance In-law Suite & Hot Tub

Charming Getaway in Norwalk, CT - Discover comfort and convenience in this cozy low ceiling short-term rental located just 5 minutes from local markets, dining spots, Norwalk River Valley Trail, Norwalk Hospital and shopping centers. Perfect for single travelers, work related or weekend adventurers, this space offers a warm, inviting atmosphere with modern amenities. Enjoy easy access to local attractions and scenic spots, the perfect base for exploring coastal Connecticut!

Guest favorite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guesthouse in Pound Ridge
4.94 out of 5 average rating, 100 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Superhost
A sunlit bedroom features a spacious bed topped with a neutral blanket and decorative pillows. Large windows allow natural light to filter in, casting soft shadows across the room. A wooden dresser with plants and framed artwork adds warmth to the inviting space.
Guest suite in Wilton
4.8 out of 5 average rating, 232 reviews

Guest suite with private enter

Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.

Top guest favorite
The lakefront view showcases a modern lakehouse surrounded by trees, with large glass windows reflecting the natural surroundings. A stone path leads to the water's edge, where a wooden dock is visible alongside a small green boat.
Home in South Salem
5 out of 5 average rating, 33 reviews

Oscaleta Lake House: Modern Lux

Escapology-A spectacular destination, designed as a luxury Lakehouse with its own dock and 120' private lakefront. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork and furniture throughout this historic 1940's gem. Purpose built for your outdoor routine, Canoeing, Swimming, Hiking, Grilling etc We recommend 3+ nights if you can.

Top guest favorite
A warm wooden interior is featured, with wall art depicting horses and rural scenes. A rustic wooden table is positioned near the window, and a candle sits at its center. A potted plant adds a touch of greenery beside a cozy armchair.
Farm stay in Redding
4.98 out of 5 average rating, 80 reviews

Charming Historic Cottage in the Redwoods

Travel back in time to Marchant Farm and enjoy an authentic farm life experience in the historic, newly restored Sunflower Cottage. Whether you need a place to recharge or to reconnect with nature, you will find it here. Relax and unwind in the stunning floor to ceiling cedar living area. With 2 air conditioned bedrooms, each with full beds, and the children's magical loft space with two twin beds and play area.

Top guest favorite
The cottage is nestled among lush greenery, with a sloping yard leading to a rock bed. Large trees partially shade the structure, which features a combination of dark shingles and white trim. Windows allow soft light to illuminate the interior, enhancing the tranquil surroundings.
Cottage in Danbury
4.98 out of 5 average rating, 160 reviews

Fern Grove Cottage

If you’re looking for tranquility, this is the place for you! This charming cottage is located on a secluded country road. The cottage sits at the back of a gorgeous park-like property, and is near parks with hiking trails. This antique cottage has many modern renovations, providing convenience and comfort while maintaining the historic charm. This is the perfect getaway!

Guest favorite
A charming two-story home is set against a backdrop of autumn foliage. The exterior features white siding with a red door, large windows, and landscaped gardens. A path leads to the front entrance, while a spacious lawn surrounds the house, offering a tranquil setting.
Home in Weston
4.89 out of 5 average rating, 61 reviews

Magical Weston Retreat

Stunning country retreat on 2+ park-like acres including a lily pond with waterfall . Charming 1920 home updated with central a/c throughout, modern kitchen and large sunroom with nature views on 3 sides. Around the corner from Weston's acclaimed Lachat Town Farm and the bordering 1,747 acre Devils Den Preserve. Easy NYC access from Cannondale Station 10 minutes away.

Top guest favorite
A comfortable outdoor seating area features two wooden lounge chairs beneath a yellow umbrella, overlooking a gentle cascade of water. Lush greenery surrounds the space, enhancing the serene atmosphere, while the sound of the flowing brook adds to the tranquil experience.
Cabin in Redding
4.99 out of 5 average rating, 105 reviews

The Zen Cabin

Seated beside a playful cascade on Moffit’s Brook, this 1960 Log Cabin has been mindfully rejuvenated. 62 miles from NYC, The Zen Cabin offers respite from the hustle and bustle. Skylights, windows, and doors connect you with nature. Media-free, pet-free, and shoe-free. This laid-back retreat resides in one of Connecticut’s most bucolic and protected villages.

Popular amenities for Ridgefield vacation rentals

When is the best time to visit Ridgefield?

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Avg. priceG$53,938 GYDG$45,157 GYDG$52,266 GYDG$52,266 GYDG$52,266 GYDG$62,719 GYDG$80,071 GYDG$78,189 GYDG$53,102 GYDG$57,492 GYDG$56,447 GYDG$53,311 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Ridgefield?

    Ridgefield has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Ridgefield have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Ridgefield. Enjoy a tailored experience with all the comforts you desire.

  • Are there Ridgefield vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Ridgefield, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there vacation rentals with a dedicated workspace in Ridgefield?

    Yes! Work meets play with ease at over 40 vacation rentals in Ridgefield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Ridgefield have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Ridgefield. Enjoy a tailored experience with all the comforts you desire.

  • Do boutique hotel rentals in Ridgefield have air conditioning?

    Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Ridgefield. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Ridgefield?

    Four-legged friends are welcome in Ridgefield. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Ridgefield?

    Experience the best of Ridgefield with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Ridgefield?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with free parking, over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Ridgefield have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Ridgefield. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Ridgefield

  • Total vacation rentals

    Explore 60 vacation rentals in Ridgefield

  • Nightly prices starting at

    Ridgefield vacation rentals start at G$10,453 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Ridgefield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ridgefield rentals

  • 4.9 Average rating

    Ridgefield stays are highly rated by guests—averaging 4.9 out of 5!