Holiday rentals in Lake Waccabuc

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Top-rated holiday rentals in Lake Waccabuc

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Top guest favourite
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
4.92 out of 5 average rating, 166 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…

Superhost
Home in North Salem
5 out of 5 average rating, 4 reviews

Pet Frndly Lake House w/Fireplace & Fire Pit W/D

Relax with the whole family at this peaceful place to stay. You’ll enjoy a yard, parking for 2 cars, fire pit, BBQ grill and a peaceful neighborhood where you can enjoy day walks. Your pets are welcome during your stay- we will ask about the breed and size- pets are not allowed on the beds or couch. You also have access to the lake just steps from this home. Train station is just 10 min away. Enjoy the farms, restaurants and scenery of North Salem, a place where your whole family can enjoy!

Superhost
A staircase with warm orange carpeting leads up to a brightly lit area. A large piece of wall art displaying abstract patterns is mounted above the stairs. A simple potted plant adds a touch of greenery to the inviting space.
Flat in North Salem
4.55 out of 5 average rating, 11 reviews

Cozy Home for Winter Weekends- Close to NYC

Relax in our newly renovated guest suite, just 1 hour from NYC, nestled on 2 acres of wooded land. Perfect for remote work, getaways, and seasonal activities. Close to farms, wineries, trails, iceskating, and holiday events! Please note, we live upstairs with young children, so there may be occasional noise. This is a basement apartment, so do not book if you are sensitive to moisture. The suite includes high-speed WiFi, Roku TV, kitchenette, queen bed, and pullout sofa for added flexibility.

Guest favourite
An open living space features a light-colored sofa facing a large window adorned with soft curtains. A kitchen island with three stools stands nearby, complemented by a dining table set for two. Natural light fills the area, highlighting the warm wooden flooring.
Flat in South Salem
5 out of 5 average rating, 16 reviews

Beautifully Renovated Studio - 1 hr from NYC

Completely new beautifully decorated apartment with easy access to many nearby towns (Ridgefield, Pound Ridge, New Canaan, Katonah, Bedford, etc.) We are near many hiking trails and parks such as Sal J. Prezioso Mountain Lakes Park. If you are planning to enjoy a day in NYC, we are only 1hr away either by car or train (New Canaan or Katonah Train Station are 15 min away). We have renovated the entire place with a lot of care and special touches for an incredible stay. We hope you love it!

Top guest favourite
A tranquil lakeside scene at sunset features vibrant pink and orange hues reflected on the calm water. Silhouetted trees line the shore, and rolling mountains rise in the distance, creating a serene backdrop.
Cottage in South Salem
4.96 out of 5 average rating, 139 reviews

Serene lake front cottage 1 hour from NYC

Serene minimalist cottage directly on Lake Oscaleta with spectacular waterfront and Mountain Lakes Park behind. Quiet, isolated and lost in the trees, you feel you are in Vermont or the Adirondacks. Yet it's only 1 hour from Manhattan, 10 minutes from restaurants. Kayak, canoe, fish, paddleboard. Cottage is elegant, cozy and winterized warm and the lake is effectively empty in the fall/winter/spring. Please note: because of an asthmatic child, we cannot accept any animals.

Guest favourite
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
4.81 out of 5 average rating, 252 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 favourite
A cozy living area features high ceilings and large windows, allowing natural light to fill the space. A gas fireplace adds warmth, complemented by plush seating arrangements. A stylish rug lies beneath the furniture, and access to the adjacent rooms is visible.
Home in South Salem
5 out of 5 average rating, 32 reviews

Casa Luna Lake House

Enjoy a quiet, peaceful getaway at Casa Luna! Sits on a property with two separate cottages. Across the street from the lake and with numerous hiking trails and parks in the area. Enjoy a cozy fire at the cabin with the outdoor firepit. Only 4 miles to Le Chateau wedding venue. An easy 10-minute drive to Ridgefield, CT for groceries, tons of restaurants, and other activities. Close to numerous Metro North train stations for easy access to NYC.

Top guest favourite
Home in South Salem
5 out of 5 average rating, 37 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.

Guest favourite
The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.
Guest house in Waccabuc
4.98 out of 5 average rating, 122 reviews

French Guest House in Waccabuc

A private, European-style retreat just 60 minutes from NYC. Set on an eight-acre gated French estate with its own lake, this guest house feels like a mini Versailles with 18th-century statuary, fountains and manicured gardens. Designed by David Easton, it features heated stone floors, a heated towel rack, luxury linens, gold fixtures, fast WiFi, and a private entrance. Minutes from Waccabuc Country Club and the Katonah train station.

Top guest favourite
The exterior of a charming guesthouse is illuminated during twilight, with warm string lights hanging above a patio area. Large windows reveal the inviting interior, while tall trees frame the scene, creating a serene atmosphere in the evening.
Home in Pound Ridge
5 out of 5 average rating, 176 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

Top guest favourite
An aerial view showcases the antique farm property set within a spacious landscape. Surrounding areas feature a mix of treed land and open fields. The main house, along with additional structures and a large yard, is visible alongside winding roads, emphasizing the rural setting.
Barn in Bethel
4.98 out of 5 average rating, 249 reviews

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

Top guest favourite
The studio apartment features a spacious bed with a soft, textured blanket. A round mirror and two bedside lamps are positioned next to the bed. The kitchenette and dining area can be seen in the background, with modern appliances and cabinetry complementing the decor.
Flat in Danbury
4.96 out of 5 average rating, 116 reviews

Stylish Studio with Kitchen, Central Danbury

‣ Fully Furnished Studio Apartment with kitchenette - Cooktop but no oven ‣ Central Location ‣ Walking distance to Starbuck, C-town, Ridgewood Country Club ‣ Close to the highway (some guests say you can hear cars passing by on the highway) ‣ 2 minutes from Interstate 84 ‣ 15 minutes to Danbury Fair Mall ‣ .5 miles or a 5 to 10 mins walk to food shopping

Popular amenities for Lake Waccabuc holiday rentals