Lenox holiday rentals

We found 222 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Lenox to find one that's perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Lenox

Showing deals for:18 Dec - 25 Dec

View from Livingroom
Exterior detail
Kitchen
Breezeway looking up into the Lake House
Exceptional
(67 reviews)

North Shore Lake House and Bunk House

Cleveland

7% off
AU$3,482
for 7 nights, 1 home
AU$497 per night
includes taxes & fees
North Shore Lake House and Bunk House
Living area
Property grounds
Living area
Dining
Exceptional
(7 reviews)

Best Beach House “Sweet Spot” on Sylvan Beach

Sylvan Beach

8% off
AU$7,840
for 7 nights, 1 home
AU$1,120 per night
includes taxes & fees
Best Beach House “Sweet Spot” on Sylvan Beach
Private kitchen
Living area
Living room/Roku TV
Interior
Exceptional
(11 reviews)

Tranquil 3 bedroom Sylvan Beach Cottage - Pets OK

Blossvale

7% off
AU$2,316
for 7 nights, 1 cottage
AU$331 per night
includes taxes & fees
Tranquil 3 bedroom Sylvan Beach Cottage - Pets OK
Living area
Sunrise over Lake Oneida
View of the lake from living area
The dock on Oneida Lake
Exceptional
(66 reviews)

Year round beauty and tranquility in this lakefront home with dock.

Chittenango

9% off
AU$2,470
for 7 nights, 1 home
AU$353 per night
includes taxes & fees
Year round beauty and tranquility in this lakefront home with dock.
Great room with deck beyond
Autumn view to the Cottage from the wrap around deck at the Retreat.
The path leads to both our Retreat and Cottage, the arbor is to the Cottage.
View into the kitchen from the entry
Exceptional
(32 reviews)

Serene Creekside Escape: Your perfect Hideout Year-Round

Munnsville

9% off
AU$3,549
for 7 nights, 1 home
AU$507 per night
includes taxes & fees
Serene Creekside Escape: Your perfect Hideout Year-Round
Living area
Interior
Interior
Living area
Exceptional
(19 reviews)

Saved by the Bay

Canastota

9% off
AU$3,686
for 7 nights, 1 home
AU$527 per night
includes taxes & fees
Saved by the Bay
Outdoor dining
Private kitchen
Room
Living area
Exceptional
(29 reviews)

Roomy Lake rights with private dock large yard perfect family get away

Bridgeport

8% off
AU$3,332
for 7 nights, 1 home
AU$476 per night
includes taxes & fees
Roomy Lake rights with private dock large yard perfect family get away
Private kitchen
Property grounds
Exterior
Dining
Exceptional
(11 reviews)

Oneida Lake Jewels, Anna's Place: Stay and Play! 3 miles from Sylvan Beach!

Cleveland

8% off
AU$4,183
for 7 nights, 1 home
AU$598 per night
includes taxes & fees
Oneida Lake Jewels, Anna's Place: Stay and Play! 3 miles from Sylvan Beach!
Interior
View of the cottage from across the creek
Arbor between the Retreat & the Cottage at Firefly Falls.
Creek level varies seasonally but has never completely frozen!
Exceptional
(191 reviews)

Charming year round cottages on Waterfall

Munnsville

9% off
AU$2,760
for 7 nights, 1 cottage
AU$394 per night
includes taxes & fees
Charming year round cottages on Waterfall
Open kitchen/dining combo room
Cazenovia Lake from the Brewster Inn
Sep HVAC in 4 season room
Evening with the sound of crickets and lightning bugs
Exceptional
(108 reviews)

Built in 1824, updated in 2025! 2 bed & 1.5 baths in the Village of Cazenovia!

Cazenovia

12% off
AU$3,869
for 7 nights, 1 home
AU$553 per night
includes taxes & fees
Built in 1824, updated in 2025! 2 bed & 1.5 baths in the Village of Cazenovia!
Exterior
Private kitchen
Interior
Room
Exceptional
(7 reviews)

3-bedroom Getaway with AC and WiFi in Sylvan Beach - Walk to Everything!

Sylvan Beach

8% off
AU$4,626
for 7 nights, 1 home
AU$661 per night
includes taxes & fees
3-bedroom Getaway with AC and WiFi in Sylvan Beach - Walk to Everything!
Exterior
Property grounds
Interior
Interior
Exceptional
(81 reviews)

Newly renovated lake house with stunning views!

Canastota

8% off
AU$2,655
for 7 nights, 1 home
AU$379 per night
includes taxes & fees
Newly renovated lake house with stunning views!
Interior
Private kitchen
Interior
Exterior
Exceptional
(7 reviews)

Bed & Breakfast , sleeps 8, 4 bed/4 bath boasting water views from all rooms

Verona Beach

9% off
AU$5,021
for 7 nights, 1 room
AU$717 per night
includes taxes & fees
Bed & Breakfast , sleeps 8, 4 bed/4 bath boasting water views from all rooms
Private kitchen
Terrace/patio
Room
Living area
Wonderful
(9 reviews)

Oneida Lake Escape

Sylvan Beach

15% off
AU$2,029
for 7 nights, 1 apartment
AU$290 per night
includes taxes & fees
Oneida Lake Escape

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Lenox getaway

Learn about the unique charm of Lenox with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Lenox

Are you hoping to discover things to do while you're in town? Venture out of your holiday home and check out everything that Lenox has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Sylvan Beach Amusement Park (9.5 mi / 15.3 km)
  • Airborne Adventures Ballooning (7.7 mi / 12.4 km)
  • Atunyote (9.1 mi / 14.6 km)
  • Land of OZ and Ends (10.3 mi / 16.6 km)
  • Owera Vineyards (10.6 mi / 17.1 km)

Exploring the natural features in Lenox

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Lenox is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Chittenango Falls State Park (9.1 mi / 14.6 km)
  • Cazenovia Lake (11.6 mi / 18.6 km)
  • Green Lakes State Park (14.1 mi / 22.7 km)
  • Oneida Lake (14.9 mi / 24 km)
  • Green Lakes Beach (13.1 mi / 21.1 km)
  • Oxbow Falls Park (2.6 mi / 4.2 km)

Transport options to and around Lenox

Fly into Rome, NY (RME-Griffiss Intl.), the closest airport, located 18.3 mi (29.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Syracuse, NY (SYR-Hancock Intl.), which is 21 mi (33.7 km) away.

Frequently asked questions

What is the best area to stay in Lenox when booking a holiday rental?
When considering a holiday rental in Lenox, New York, the most appealing area to stay is the town centre. This charming region is not only home to a delightful array of properties, including quaint cottages and elegant homes, but it also offers convenient access to some of the town's top attractions.One of the highlights of staying in the town centre is the proximity to Tanglewood, the renowned summer home of the Boston Symphony Orchestra, where visitors can enjoy world-class music in a stunning outdoor setting. Additionally, the nearby Shakespeare & Company provides a vibrant cultural experience, featuring theatrical performances that are sure to entertain.The town centre is also surrounded by picturesque landscapes and lovely walking trails, ideal for those who enjoy the outdoors. With a range of properties available, from charming inns to spacious rentals, this area provides a superb base for exploring the beauty and culture of Lenox.
When is the best time to visit Lenox for a holiday rental?
January is the most popular time to visit Lenox, New York, as it falls within the peak season from December to February. During these winter months, visitors can take part in a picturesque landscape, great for skiing, snowboarding, and enjoying the winter charm of this lovely town. The area boasts access to nearby ski resorts, offering outdoor fun amidst the beautiful snowy scenery.In January, temperatures can be quite chilly, typically ranging from -5 to 5 degrees Celsius, but the cold weather creates a cosy atmosphere, ideal for sipping hot cocoa by a warm fire after a day of outdoor activities. With various winter festivals and events, January presents numerous opportunities for sightseeing and embracing the local culture.For travellers looking for a more budget-friendly option, July is a fantastic time to visit Lenox as well, albeit during the low season. This month offers a different charm, with summer activities such as hiking and exploring the lush green landscapes of the Berkshires. While the summer months are less busy, visitors can still enjoy the serene beauty of the area and the tranquillity that comes with lower tourist traffic.Ultimately, the best time for booking a holiday rental in Lenox depends on your preferences.
What are the top attractions in Lenox?
In Lenox, visitors can engage in a rich cultural scene and natural beauty. One of the top attractions is Tanglewood, the summer home of the Boston Symphony Orchestra, where guests can enjoy outdoor concerts amidst stunning landscapes. The area also boasts the historic Edith Wharton Estate, known as The Mount, which offers guided tours of the beautiful gardens and the house itself, reflecting the author's life and work.For art enthusiasts, the Norman Rockwell Museum, located nearby in Stockbridge, showcases a vast collection of the artist's works, providing insight into his iconic American illustrations. Additionally, the charming downtown area features boutique shops and local restaurants, superb for leisurely exploring.
Are all fees included in the Lenox holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Lenox holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lenox with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Lenox holiday homes?
You can find great discounts on holiday homes in Lenox on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Lenox holiday home booking on Stayz?
To find Lenox holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Lenox?
A long-stay holiday home in Lenox is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Lenox holiday home?
Book your Lenox holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Lenox?
Prices for holiday homes in Lenox vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Lenox to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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