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Holiday rentals with lake access in Lenox

Find and book unique lake access rentals on Airbnb

Quick stats about holiday rentals with lake access in Lenox

  • Total holiday rentals

    Explore 30 holiday rentals in Lenox

  • Nightly prices starting at

    Lenox holiday rentals start at $140 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Lenox holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Lenox rentals

  • 4.9 Average rating

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

Top-Rated Accommodation with Lake Access in Lenox

Guests agree: These options for accommodation with lake access are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in East Nassau

Fall Foliage Luxury Cabin & View Autumn Adventures

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!

NearbyViewDecor

4.97 out of 5 average rating, 109 reviews
Top Guest favourite
A calm lake reflects vibrant autumn foliage, with trees displaying shades of red, orange, and yellow. A boat is anchored near a wooden dock, and the surface of the water mirrors the colorful landscape, creating a serene and picturesque scene.
Cottage in Becket

Berkshires Cottage by Lake. Year Round Adventures.

THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

ViewNearbyAir conditioning

4.95 out of 5 average rating, 320 reviews
Guest favourite
An open living space features a large sectional sofa surrounding a central glass coffee table. A decorative chandelier hangs from the exposed wooden beams. Natural light streams in through multiple floor-to-ceiling windows, revealing views of the surrounding greenery.
Barn in East Chatham

Luxury Barn Near Hudson with New Private Sauna

A secluded luxury barn retreat near Hudson and the Berkshires, now featuring a private sauna for year-round relaxation. Set on eight private acres where New York meets the Berkshires, this architect-designed 19th-century barn combines soaring ceilings, original beams and contemporary comforts. Enjoy a chef’s kitchen, two fireplaces, designer interiors, peaceful outdoor spaces and access to nearby Queechy Lake. Minutes from Chatham and an easy drive to Hudson, Great Barrington and Tanglewood.

Outdoor spacesNearbyPets

4.96 out of 5 average rating, 114 reviews
Top Guest favourite
The charming exterior of a renovated farmhouse features a spacious front porch with a red bench and hanging flower baskets. Large windows allow natural light to fill the entryway, while lush green grass and trees frame the property.
Home in Canaan

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Welcome to our little slice of heaven upstate. Located just a 5-minute drive to the MA border, a stay at our home in Canaan, NY means access to the best of both Columbia County and the Berkshires. In the summer, enjoy the private Adams Point Beach on Queechy Lake and easy access to Tanglewood. In the winter, explore 4 different local ski resorts and curl up by the cozy wood stove. In between, enjoy the peaceful pond views and secluded location on a dirt road. We can't wait to welcome you!

NearbyOutdoor spacesGetting around

4.99 out of 5 average rating, 121 reviews
Top Guest favourite
A serene lake reflects the colors of twilight, with calm waters mirroring the darkening sky. A crescent moon is visible, while silhouettes of trees line the horizon. The scene captures the tranquil beauty of dusk over the peaceful landscape.
Cottage in Hinsdale

Cozy Cottage in the Berkshires

Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.

Outdoor spacesNearbyAmenities

4.99 out of 5 average rating, 169 reviews
Guest favourite
Cabin in Stockbridge

Hip Stockbridge Cabin - A stroll to the lake

Welcome to our stylish cabin! Relax in the spacious yard & sunny deck. Cozy fieldstone fireplace, vaulted ceilings & skylights. The cottage features gorgeous pine wood walls & fantastic interior design. Unwind in the reading nook, relax in the en suite bedroom with skylight, or put on your favorite vinyl. Kids will adore the sleeping loft. Just a 9 minute walk or 2 minute drive to the public beach (the beautiful Stockbridge Bowl). BBQ grill, outdoor fire pit . Tanglewood minutes away.

Outdoor spacesViewAir conditioning

4.89 out of 5 average rating, 255 reviews
Guest favourite
A comfortable living room features a large sectional sofa and a wooden coffee table. A reclining chair is positioned nearby, while a flat-screen TV is mounted on the wall. Natural light enters through glass doors, which open to the outdoor area. Soft colors and warm tones create a cozy ambiance.
Home in Lee

Berkshire Vacation Home in Lee

Our spacious home is situated in a secluded neighborhood in Lee, MA (Berkshire County) and has 5 bedrooms & 2.5 baths. There is a fully equipped open concept kitchen/dining room and 2 living rooms with TVs and gas fireplaces. There is central air/heat, and a sun room that leads out to a deck overlooking our in-ground pool. Tanglewood, Antimony brewery, Balderdash winery, Hilltop Orchards, Laurel Lake, Highlawn Farm, outlets, golf, and Lenox & Stockbridge are all within a 20 minute drive.

Outdoor spacesNearbyHospitality

4.93 out of 5 average rating, 106 reviews
Guest favourite
A wrap-around porch features a small table with two colorful chairs, overlooking a serene lake framed by lush trees and greenery. The view showcases calm water, complemented by distant hills under a clear blue sky.
Home in Canaan

Berkshire Lakefront House with Amazing Views

Enjoy the culture of the Berkshires & Hudson - 15 min from Tanglewood, Norman Rockwell Museum, Shakespeare & Co, PS21, McHaydn Theatre, Mount Greylock, Jiminy Peak Resort, zipline parks, Bousquet & more. Restaurants & market within driving distance and a membership-only beach within a short walk or drive. Great lake views with wrap-around porch. The lake is family-friendly. We welcome couples, solo adventurers, and families. Sorry, no "Group Bookings" - book & pay via one account only.

NearbyOutdoor spacesDecor

4.91 out of 5 average rating, 187 reviews
Top Guest favourite
A quaint lakeside cottage features large windows for scenic views and a deck with outdoor seating. A grill is positioned nearby for easy outdoor cooking. The property is framed by lush greenery, enhancing the natural setting by the water's edge.
Home in Becket

Cozy lakehouse

Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.

Outdoor spacesNearbyDecor

5.0 out of 5 average rating, 119 reviews
Superhost
A uniquely designed raised container home features multiple levels and large windows that offer expansive views of the surrounding landscape. The structure includes a covered outdoor area below, and the combination of dark wood and metal creates a striking exterior appearance.
Shipping container in Whitingham

The House of Pi

WE now pay your 15.5% Guest Service fee!!! Welcome to The House of Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!

ViewOutdoor spacesGetting around

4.88 out of 5 average rating, 124 reviews
Top Guest favourite
The tranquil lake reflects a soft sunrise, showcasing a palette of warm hues and gentle ripples. A dock and small boats are visible on the water, framed by the serene landscape of trees along the shore.
Home in Otis

Idyllic family retreat - spacious lake home,

This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.

Outdoor spacesViewSleep quality

4.95 out of 5 average rating, 176 reviews
Guest favourite
Home in Becket

HOT TUB! Dog & Family Friendly in the Berkshires!

Secluded Berkshires Retreat! -Dog/s, Family Friendly cottage -Freshly painted & new floors for 2026! -Patio w/ Hot tub, fire pit, canoe use -Acre secluded lot -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway -Appalachian Trail hiking -Wineries/Breweries -Outlets/Small Shops -Master w/Queen -2nd bed with 1 Twin/Full Bunk -Full size pull out couch

Outdoor spacesViewComfort

4.94 out of 5 average rating, 135 reviews

Popular amenities for Lenox lake access rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Lake access house rentals

Guest favourite
A charming cottage is illuminated from within, showcasing a welcoming porch with steps leading down to a spacious grassy yard. The exterior features light blue siding and a deck equipped with a grill, set against a backdrop of trees and a fenced yard.
Home in Stockbridge

Rabbit Run in the heart of Stockbridge Village

Outdoor spacesNearbyLaundry

4.89 out of 5 average rating, 127 reviews
Top Guest favourite
A spacious deck is shown with lightly stained wooden flooring and several wooden chairs arranged in a circle. In the background, a large two-story home is visible, surrounded by greenery and trees under a clear blue sky.
Home in Averill Park

Lakefront Retreat: Fireplace, near Jiminy Peak

ViewNearbyKitchen

5.0 out of 5 average rating, 116 reviews
Guest favourite
A charming house is set within a wooded area, with autumn foliage creating a colorful backdrop. The exterior features a stone fireplace and expansive windows, offering glimpses of the serene environment. Nearby, a fire pit with seating is positioned on the green lawn.
Home in Becket

Beautiful, quiet and cozy home in Becket!

NearbyOutdoor spacesAccess

4.93 out of 5 average rating, 159 reviews
Top Guest favourite
A hammock is suspended between two large trees, offering a serene spot to relax by the water. Below, colorful kayaks rest on the grassy shore, framing the edge of Glass Lake, which reflects the surrounding greenery and blue sky.
Home in Averill Park

Lake House in Averill Park, NY

Outdoor spacesViewHospitality

4.97 out of 5 average rating, 203 reviews
Top Guest favourite
Home in Monterey

Beautiful family home, Hike, Fireplace, Sleeps 12

ViewOutdoor spacesIndoor spaces

4.96 out of 5 average rating, 237 reviews
Top Guest favourite
The spacious kitchen features an island with a wood countertop and built-in storage. Mint green cabinetry offers a serene ambiance. Natural light flows through large windows, illuminating the dining area with a wooden table and cozy seating, creating an inviting space for gatherings.
Home in Ghent

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

NearbyOutdoor spacesHot tub

4.98 out of 5 average rating, 135 reviews
Top Guest favourite
Home in Athens

Lake House close to Skiing & Indoor Hot Tub

ViewNearbyCheckout

4.96 out of 5 average rating, 113 reviews
Top Guest favourite
A modern white house, originally an ice house, sits in a grassy setting with large windows reflecting the sunset. Adirondack chairs are arranged around a fire pit, promoting outdoor gatherings. A wooden deck extends from one side, enhancing accessibility to the inviting yard.
Home in Hudson

Hudson Ice House, 25 acre retreat w/ pond & views!

NearbyOutdoor spacesHospitality

4.99 out of 5 average rating, 131 reviews

Lake access apartment rentals

Top Guest favourite
Apartment in North Adams

The MoCA-Cabana: 2 bd + Sauna

Outdoor spacesNearbyHiking

4.99 out of 5 average rating, 153 reviews
Top Guest favourite
The exterior view of a spacious two-story home is presented, featuring a wraparound porch supported by white columns. Large windows illuminate the façade, while vibrant greenery from surrounding trees and gardens enhances the tranquil atmosphere.
Apartment in Great Barrington

Private En Suite in Beautiful Victorian

Outdoor spacesNearbyKitchen

4.95 out of 5 average rating, 429 reviews
Top Guest favourite
A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.
Apartment in Coxsackie

Hudson River Beach House

Outdoor spacesViewHeating

4.99 out of 5 average rating, 169 reviews
Top Guest favourite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Apartment in Otis

Enjoy every season the Berkshires have to offer.

NearbyViewBiking

4.96 out of 5 average rating, 134 reviews
Guest favourite
A welcoming living area is highlighted by natural light streaming in through large windows. A comfortable sectional sofa is paired with two patterned chairs and a round woven coffee table, creating an inviting space for relaxation. A television is positioned on an elegant media console.
Apartment in Craryville

Captain's Quarters at Mickey's Marina

NearbyOutdoor spacesSkiing

4.91 out of 5 average rating, 179 reviews
Top Guest favourite
An open layout kitchen and living area is highlighted by exposed brick walls and hardwood flooring. A modern kitchen is equipped with stainless steel appliances, while a comfortable brown leather sofa is accompanied by a coffee table. Natural light enters through a window centered in the room.
Apartment in Hudson

Hip Warren Street Apartment

NearbyViewAccess

5.0 out of 5 average rating, 125 reviews
Top Guest favourite
A bright sunroom features large windows that allow natural light to illuminate the space. A gray and white patterned rug lies on the floor, complementing a cozy seating area with yellow cushions. A green dining table with chairs and potted plants add a touch of color.
Apartment in Great Barrington

Zen River Studio

ViewOutdoor spacesAmenities

4.93 out of 5 average rating, 44 reviews
Guest favourite
A tranquil lakeside scene is depicted, showcasing a wooden dock reflecting in the calm water. Surrounding trees exhibit vibrant autumn colors, and a gazebo is situated on the shoreline, offering a serene retreat amidst nature.
Apartment in Hinsdale

Lakeside Getaway

Outdoor spacesNearbyAccuracy

4.97 out of 5 average rating, 32 reviews

Lake access cottage rentals

Guest favourite
A tranquil outdoor scene showcases several wooden Adirondack chairs arranged around a fire pit, facing a calm body of water. The surrounding trees exhibit vibrant autumn colors, reflecting beautifully in the water, creating a serene natural atmosphere.
Cottage in Hudson

Hudson area waterfront-fish, kayak, farm visits!

NearbyOutdoor spacesWalkability

4.84 out of 5 average rating, 155 reviews
Top Guest favourite
A hot tub with bubbling water is showcased under a covered patio, offering a view of the serene lake and surrounding trees. Soft lighting enhances the tranquil setting, while glimpses of the lake's shoreline and distant boats are visible in the background.
Cottage in Southwick

Lake Views from Deck Fire Pit & Hot Tub 4 Kayaks

ViewOutdoor spacesCleanliness

4.98 out of 5 average rating, 168 reviews
Guest favourite
The living room features exposed wooden beams and warm hardwood flooring. A spacious seating area is centered on a large area rug, surrounded by colorful floor rugs. Framed artwork adorns the walls, while natural light filters in through window treatments.
Cottage in Catskill

Cozy Catskill Cottage

Outdoor spacesNearbyQuiet

4.94 out of 5 average rating, 125 reviews
Top Guest favourite
An aerial view showcases a lakefront cottage with a warm-toned roof, surrounded by lush greenery. Two blue kayaks sit on the water, while a stone patio features a dining area. A fire pit adds to the outdoor space, blending with a wooden boat dock.
Cottage in Livingston

Waterlily Lakehouse - Modern+Waterfront+Retreat

NearbyOutdoor spacesLocation

4.97 out of 5 average rating, 147 reviews
Guest favourite
A spacious deck overlooks the lake, featuring a glass dining table surrounded by yellow chairs. A lounge chair is positioned nearby. A bright yellow umbrella provides shade, and trees frame the scene, accentuating the sunset sky in the background.
Cottage in Craryville

Oriole Cottage@Copake Lake: 4 Kayaks, 1 Canoe

Outdoor spacesNearbyCondition

4.82 out of 5 average rating, 136 reviews
Top Guest favourite
A modern living area is present, featuring a light-colored sofa accompanied by two side tables. A decorative lamp is positioned next to the sofa, enhancing the inviting ambiance. The open floor plan reveals a view of the kitchen in the background, creating a cohesive living space.
Cottage in Pittsfield

Charming Lakeview Cottage in the Berkshires

NearbyViewQuiet

5.0 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Pittsfield

Pine & Paddle | Pond Access • Kayaks

NearbyViewCheckout

4.91 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Otis

The lake house

ViewOutdoor spacesDecor

4.96 out of 5 average rating, 52 reviews

When is the best time to visit Lenox?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$632 AUD$579 AUD$555 AUD$535 AUD$414 AUD$485 AUD$604 AUD$552 AUD$420 AUD$378 AUD$555 AUD$632 AUD
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

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