Town of Chester, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Chester, New York on RentalSaver.com!

Town of Chester Rentals

From $416 per night (USD)
VRBO
Winter on Loon Lake, Hot tub, ski Gore, snowmobile
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the peaceful serenity of Loon Lake from your deck. The views will soothe your soul. We have 2 kayaks available and ...
From $416 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Secluded gem with forest view, beach access & W/D
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Cozy Condo by Tripp Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $128 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Chestertown Hideaway w/ Lake & Beach Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your fun-filled Chestertown getaway begins at this charming 3-bedroom, 2-bath cabin! Nestled among the pines with beauti ...
From $303 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Adirondack Cabin -Skiing,Golfing,semi-private lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Plan an unforgettable trip for up to 6 adults in this spacious Adirondack cabin - with semi-private lake access and walk ...
From $413 per night (USD)
VRBO
From $410 per night (USD)
VRBO
Lake George, Loon, and Schroon -Hot Tub -Firepit -Gameroom -Kayaks -Pets
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Welcome to Birch Hill Cabin...Your home base just 10 minutes to Gore Mountain in the Lake George region. Take advantage ...
From $410 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Rustic Mountain Condo Close to Gore Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Less than 10 minutes from Gore Mountain. One Hour to Lake Placid and 30 minutes to Lake George. Large, open and bright. ...
From $289 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Adirondack JEM - 20 Minutes to Lake George or Gore Mountain for Four Season Fun!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Get away from it all this summer and relax with the whole family at this peaceful place to stay in the heart of the Adir ...
From $141 per night (USD)
VRBO
From $340 per night (USD)
Expedia
GORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MT
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Book a stay at our beautifully restored Victorian near charming North Creek offers huge country kitchen, fresh new bathr ...
From $340 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Cozy apartment 1.5 miles from Gore Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This newly renovated apartment is close to everything in North Creek. We are located 1.5 miles away from Gore Mountain. ...
From $310 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Charming cabin with three river-view decks & private setting
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
River Road Treehouse Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $253 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Adirondack Oasis: Private Lake, Sauna, & Fire Pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the Adirondack Mountains when you book this 3-bedroom, 2-bathroom home! This charming vacation rental features ...
From $397 per night (USD)
VRBO
From $944 per night (USD)
Expedia
Wow! Only 3 min to Gore Mtn! King bed too
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Welcome to our Adirondacks home! Just a short walk from the Hudson River, where you can enjoy white water rafting, kayak ...
From $944 per night (USD)
Expedia
From $709 per night (USD)
VRBO
Lakefront Home - 20 Min from Gore Mountain w/Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Situated directly on beautiful Loon Lake, the Blue Bay Retreat boasts over 200' of lake frontage with a private dock on ...
From $709 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Cozy lil' Cabin in the Adirondacks with fireplace.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come enjoy our wonderful lil' cabin with amenities abound for an unforgettable Adirondack escape. Stay tuned in with wif ...
From $213 per night (USD)
VRBO
From $474 per night (USD)
VRBO
Superb Nature Lodge 5 Minutes to Gore Mountain with Hot Tub, Firepit & Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Deer Trail Lodge is a year-round retreat located 5 minutes from the charming North Creek. It's surrounded by large trees ...
From $474 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Riverfront dog-friendly house near skiing with firepits, wood stove & beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Schroon River Adventures Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $332 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Private Adirondack lakefront Cottage on Loon Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax and recharge at our peaceful 4 season lakefront Adirondack cottage on 3 acres. Included are two adult and one chil ...
From $205 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Adirondack Base Camp by Loon Lake and Gore Mt.!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
About this space Make great memories at this unique, rustic and family-friendly Adk base camp. This 1900 built, renovate ...
From $216 per night (USD)
VRBO
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VRBO
Quaint quiet country getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
QUAINT COZY COUNTRY GETAWAY , close to nearby attractions , close to stores, antique and craft shops, and various c ...
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VRBO
From $229 per night (USD)
Expedia
Mountain-view house with wood-burning fireplace, deck, patio, & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Huber Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $229 per night (USD)
Expedia
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VRBO
Secluded Haven | Guest house in Wevertown with wood stove, deck, W/D
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Secluded Haven - Guest House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
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VRBO
From $244 per night (USD)
Expedia
Peaceful retreat in the heart of the Adirondacks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Our family has enjoyed this home in the Adirondacks for decades. We are opening the doors to share this little gem with ...
From $244 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Lake George | Hot Tub | Firepit | Schroon Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Escape this summer or winter to The Owls Nest Log Home! Just steps away from the Schroon River, indulge in fishing, kaya ...
From $240 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Adirondack Retreat w/ Heated Pool & Scenic Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Discover the best of North Creek at this spacious 4-bedroom, 2.5-bathroom vacation rental. Nestled in the heart of the A ...
From $523 per night (USD)
Expedia
From $1146 per night (USD)
VRBO
The week leading up to Labor Day available, will be flexible on a longer stay!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Now booking Summer 2025. Beautiful Adirondack 4 Bedroom plus a loft and 2.5 bath LAKEFRONT home with spectacular views ...
From $1146 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Secluded and Cozy Townhome at Tripp Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You will find a great stay during any season at this townhome located in the Southern Adirondacks. We are central to man ...
From $299 per night (USD)
Expedia
From $293 per night (USD)
VRBO
< 1 Mi to Beach: Peaceful Brant Lake Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Private 2-Acre Property | 3 Mi to Boat Ramp Escape to Brant Lake and stay at this charming 3-bedroom, 2-bath vacation r ...
From $293 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Great Adirondacks retreat with five bedroomsHot tub,pool table.large open space
Bedrooms:
2
Bathrooms:
5
Sleeps:
13
Hot tub with large wraparound deck.great room with fireplace.large kitchen with island.recreation room with bar and pool ...
From $435 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Tree-lined dog-friendly cottage with wrap-around deck, grill, & gas fireplace
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
River Road Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $241 per night (USD)
VRBO
From $205 per night (USD)
VRBO
The Dowager Town Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
One bedroom fully furnished townhome sleeps 4 people, 1 bedroom (queen bed) w/ pullout leather (queen-sized) sofa in liv ...
From $205 per night (USD)
VRBO
$Lakefront North Creek Cabin w/ Sauna, Dock & Kayak\n$
From $601 per night (USD)
VRBO
Lakefront North Creek Cabin w/ Sauna, Dock & Kayak\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a private, lakefront getaway and unwind in a peaceful wooded environment at this 3-bedroom, 3-bathroom vacation re ...
From $601 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Loon Lake Log Cabin with canoe and kayaks, fire pit, and game room!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape from everyday life with a vacation at our Loon Lake Cabin in the heart of the Adirondack Mountains. The possibil ...
From $296 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious 4BR on Private Rd Near Gore-Peaks-WOL
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
About this space Come relax in our spacious & inviting 4BR/2 Bath Cape home, Serenity Pines, located 2 miles off I-87 on ...
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VRBO
From $562 per night (USD)
Expedia
Serene Loon Lake Waterfront - Sleeps up to 10
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our Loon Lake Waterfront home, your perfect family vacation retreat! This beautiful 4-bedroom, 2.5-bathroom v ...
From $562 per night (USD)
Expedia
From $761 per night (USD)
VRBO
WaterFront Adirondack Home-located between Gore and Lake George
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Newly renovated 4 bedroom 2.5 bathroom. This Adirondack home is nestled on a beautiful property with a private beach and ...
From $761 per night (USD)
VRBO
From $258 per night (USD)
Expedia
3 bedroom cabin in Chestertown with hot tub, fireplace, fire pit, wifi, and more
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stay at this cozy 3-bedroom (4 beds) Adirondack retreat nestled in the pines in quaint Chestertown, with hot tub, full k ...
From $258 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Chestertown Retreat w/ Fire Pit, Near Gore Mtn!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Foosball Table | Walkable Location | 2 Mi to Lake Beaches A memorable getaway in the Adirondacks awaits at this Chester ...
From $413 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Fully Restored Barn ! The Alexander Ski Barn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the charm and warmth of a rustic Adirondack barn with all the modern conveniences. Prepare a delicious meal i ...
From $247 per night (USD)
Expedia
From $592 per night (USD)
VRBO
New Adirondack spacious cabin in the Lake George and Gore Mountain Area
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Escape to this newly built cabin in picturesque Chestertown just one block up from the lake. This cozy retreat features ...
From $592 per night (USD)
VRBO
From $287 per night (USD)
Expedia
North Creek Home on 40 acres 5 minutes from Gore Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in North Creek, this delightful house located 5 minutes from Gore Mountain on 40 acres offers 3 pleasant bedroom ...
From $287 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Charming riverfront house near Bolton Landing and Gore Mountain with AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Kick back and relax in this calm, beautiful space. This renovated 1800s farmhouse combines historic architecture with mo ...
From $314 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Family-Friendly Home in Downtown North Creek
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
‘Parsonage at Gore’ | 0.5 Mi to Ski Bowl | Close to Restaurants | Smart TV & Board Games Enjoy all-season outdoor activ ...
From $369 per night (USD)
VRBO
From $1110 per night (USD)
VRBO
Spacious log cabin in Warrensburg w/ Hot Tub: 15 Mi to Lake George
Bedrooms:
4
Bathrooms:
5
Sleeps:
20
Nestled in the heart of the Adirondacks, our authentic 5BR, 4.5BA log cabin in Warrensburg, NY, offers the ultimate retr ...
From $1110 per night (USD)
VRBO
From $381 per night (USD)
VRBO
Walk to Town & River: Cozy North Creek Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ski Bowl Views | Family & Group Friendly Embark on an easygoing trip with friends with this North Creek vacation rental ...
From $381 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Vintage ADK Cabin- Great Deal, Perfect Location, book your ADK trip today!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Reconnect and unwind with year-round Adirondack adventure at Vintage ADK Cabin. Step back in time and enjoy the simple p ...
From $197 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Charming 2-bedroom plus house in Adirondack with Lake frontage , dock , AC, WiFi
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Brand New Listing! This delightful house on Schroon Lake in the Adirondacks offers a tremendous experience for guests. ...
From $451 per night (USD)
Expedia
From $463 per night (USD)
VRBO
NEW! Uncas 16N - Spacious & Scenic Townhome by The Summit at Gore Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Uncas Unit 16-N – Spacious & Scenic Townhome Uncas is a beautifully decorated two-bedroom townhome that offers st ...
From $463 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Cozy Adirondack condo in quaint Chestertown, near Lake George & Gore Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This cozy Adirondack condo on Tripp Lake boasts 1 tranquil loft bedroom with a king bed. The living room offers a queen ...
From $160 per night (USD)
VRBO
From $631 per night (USD)
VRBO
Lakefront 5-bedroom+loft cabin w/ WiFi, AC near Chestertown in Adirondack Park.
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Your Adirondack Park adventure begins at this lovely 5-bedroom plus a loft modern, lake front log cabin. With a mix of 1 ...
From $631 per night (USD)
VRBO
From $1025 per night (USD)
Expedia
Schroon Lake Luxe Hot Tub Escape Dock 7 bedroom
Bedrooms:
4
Bathrooms:
7
Sleeps:
24
Lakeside Serenity at Schroon Lake Welcome to your peaceful escape on the shores of beautiful Schroon Lake. Nestled in t ...
From $1025 per night (USD)
Expedia
From $458 per night (USD)
VRBO
NEW! 10 Mi to Gore Mountain: Home in Adirondack Park
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
**Alpine Homestead Retreat – Family-Friendly Adirondack Escape** Surrounded by towering trees and tranquil mountain ...
From $458 per night (USD)
VRBO
From $330 per night (USD)
VRBO
4 Mi to Beach & Lake: Spacious Home in Chestertown
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Scenic Forest Setting | Stargazing By the Fire | Grill & Dine Outside Get ready for an easygoing Adirondacks escape at ...
From $330 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Come stay at Alpine Lodge for amazing views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Deluxe King rooms are larger and more spacious than Superior King rooms and feature one bathroom, luxury bedding, a mini ...
From $238 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Come stay at the Alpine Lodge for amazing views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Deluxe Two Double rooms provide two double beds and features luxury bedding and one bathroom. Enjoy a mini-fridge, Keuri ...
From $240 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Come stay at Alpine Lodge for amazing views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Deluxe King Suites are larger and more spacious than our Superior and Deluxe King rooms. Notable features include a gas ...
From $296 per night (USD)
VRBO
From $497 per night (USD)
VRBO
Come stay at Alpine Lodge for amazing views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Two Bedroom Suites provide a fully equipped kitchen, dining table, and private master bedroom with king bed. Bedroom two ...
From $497 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Come stay at Alpine Lodge for amazing views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Superior King rooms feature a king-sized bed with luxury bedding and one bathroom. Enjoy a mini-fridge, Keurig coffee ma ...
From $208 per night (USD)
VRBO
From $730 per night (USD)
VRBO
Come stay at Alpine Lodge for amazing views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The grandest accommodation offered at Alpine Lodge, our Eagle's Nest Two Bedroom Suite is a 2nd floor unit featuring a l ...
From $730 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Come stay at Alpine Lodge for amazing views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
One Bedroom Suites provide a fully equipped kitchen, dining table, private master bedroom with king bed, and living room ...
From $448 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Come stay at the Alpine Lodge!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Superior Twin Double rooms provide one double bed, one twin bed and features luxury bedding and one bathroom. Enjoy a mi ...
From $214 per night (USD)
VRBO
From $461 per night (USD)
VRBO
Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Maple Lodge—your cozy Adirondack retreat with nearby beach & lake access. With just a short stroll to the bea ...
From $461 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Secluded and Cozy Lakeside Townhome on Tripp Lake!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
You will find a great stay during any season at this townhome located in the Southern Adirondacks. We are central to man ...
From $255 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Nature-nestled lodge with wood stove - steps away from skiing, hiking, downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Nesting in North Creek Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $364 per night (USD)
VRBO

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Town of Chester Rentals

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Results: 163 Rentals