Vacation rentals in Whaley Lake

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Top-rated vacation rentals in Whaley Lake

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Guest favorite

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

4.94 out of 5 average rating, 195 reviews

Private Hudson Valley Country Retreat

Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021

Guest favorite

A dining area is shown with a round wooden table at the center, adorned with a vase of flowers. Large glass windows frame a serene lakeside view, with blooming flowers in the foreground and lush greenery. Soft sunlight reflects off the water, creating a tranquil atmosphere.

Home in Carmel Hamlet

4.93 out of 5 average rating, 200 reviews

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Top guest favorite

A view from the cozy bed showcases a window adorned with soft curtains. Outside, lush greenery and vibrant pink flowers are visible through the glass, enhancing the connection to nature.

Guest suite in Pawling

4.92 out of 5 average rating, 105 reviews

Cozy retreat just a short stroll from the village

The Colonel Vanderburgh Suite is a private, cozy, efficient room with private bathroom that is separate from the rest of the main house. Guests do not have access to the main house. There is NO kitchen. You can come and go thru your private entrance and enjoy all the amenities that the room has to offer. QFree Wi-Fi, brand new Smart TV, coffee maker, mini fridge, Beekman 1802 toiletries, linens, robes, hair dryer, etc. Feel free to roam the property, use the fire pits and relax by the stream

Guest favorite

The open concept living room features cedar cathedral ceilings and large windows allowing for natural light. A fieldstone fireplace is centered against a wooden wall. Soft seating options include a three-seater sofa, a lounge chair, and a daybed. A light area rug covers the floor.

Chalet in Carmel Hamlet

4.96 out of 5 average rating, 101 reviews

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly

⸻ Just over an hour from NYC, this serene, dog-friendly lakefront chalet offers 200 feet of private shoreline, fenced yard & sunroom with stunning lake views. Thoughtfully decorated with treasures from our world travels, it blends quiet luxury with modern comfort. Enjoy a king bed, fireplace, record player, TV. Dine by the water, relax in the lakeside swing, spot local fauna, hike the nearby trails & unwind fireside. Romantic, peaceful, beautifully secluded – your perfect summer escape awaits.

Top guest favorite

A charming two-story cottage is surrounded by trees, with a lush green hillside in the backdrop. The driveway leads to a garage with two entrance doors. An outdoor staircase ascends to the living area, illuminated by dappled sunlight filtering through the leaves.

Cottage in Pawling

4.97 out of 5 average rating, 105 reviews

Forest Acres Cottage: Appalachian/Empire St Trail!

This charming, stand alone cottage was completely renovated to welcome you to the picturesque Hudson Valley. Secluded porch overlooks a peaceful forest. Fast wi-fi, high end mattresses, cozy linens, fully stocked cook's kitchen and gas stove. Located on one of the area's most scenic roads yet close to major highways, Metro-North railroad and Hudson Valley delights. Three Empire State Rail Trail and two Appalachian access points merely 5-10 minute drive. Bring your bikes and walking shoes!

Guest favorite

A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.

Cottage in Weston

4.97 out of 5 average rating, 172 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Guest favorite

A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.

Cottage in New Milford

4.95 out of 5 average rating, 215 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Top guest favorite

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.

Guesthouse in Waccabuc

4.99 out of 5 average rating, 111 reviews

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

Guest favorite

A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.

Cabin in Sherman

4.97 out of 5 average rating, 409 reviews

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Guest favorite

The interior space features a high vaulted ceiling with skylights, allowing ample natural light. A stone fireplace serves as a focal point, complemented by a comfortable seating area. A wooden dining table and a kitchen island with a butcher block top are also present.

Cottage in Pawling

4.99 out of 5 average rating, 141 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Guest favorite

A cozy living area features wooden beams and warm tones, with large windows allowing natural light to fill the space. Comfortable seating is provided by a spacious couch adorned with cushions, while a small desk and stylish chairs create a functional workspace.

Cabin in New Fairfield

4.96 out of 5 average rating, 351 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars.

Guest favorite

Guest suite in Holmes

4.97 out of 5 average rating, 208 reviews

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

1.5 hrs from NYC; minutes driving from hiking trails; 20 min from Beacon and Cold Spring! The bottom floor of this 1865 Carriage House has been transformed into an eclectic retreat. The 2500 sq ft private apartment has a room for every mood and super unique decor in every corner! There is also a vintage/antique shop on the property— 20% off for our guests ;)