Lenox Cottage Rentals & Holiday Homes
Find the best cottages in Lenox - We found 1 exact matches
About Lenox Cottage Rentals on PickleTrip
Searching for cottages to rent near Lenox? PickleTrip™ features more than 1 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in Lenox have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Lenox.
Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
PickleTrip™ boasts of 1 holiday cottages and places to stay in Lenox. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.
Cottage Rentals: Explore Top Destinations
- Cottage Rentals in Adirondack Region
- Cottage Rentals in Asheville
- Cottage Rentals in Bass Lake
- Cottage Rentals in Beavers Bend Resort Park
- Big Bear Cottage Rentals
- Big Sur Cottage Rentals
- Blue Ridge Cottage Rentals
- Boone Cottage Rentals
- Branson Cottage Rentals
- Broken Bow Cottage Rentals
- Brown County Cottage Rentals
- Bryson City Cottage Rentals
- Buffalo National River Cottage Rentals
- Cape Cod Cottage Rentals
- Chincoteague Cottage Rentals
Explore More
- Beach Home Rentals
- Business Travel
- Cabin Rentals
- Cheap Hotels
- Family Rentals
- Group Travel
- Holiday Home Rentals
- Hotels with Suites
- Luxury Rentals
- Monthly Stays
- Oceanfront Vacation Rentals
- Pet Friendly Vacation Rentals
- Vacation Rentals with Pools
- Resort Rentals in Lenox
- Short Term Stays
- Ski Chalet Rentals
- Summer Rentals
- Sustainable Travel
- Timeshare Rentals
- Unique Vacation Rentals
- Vacation Rentals
- Villa Rentals
- Winter Rentals
Frequently Asked Questions About Lenox Rental Cottages
There are a lot of options in Lenox. If you plan on staying in the Lenox area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Lenox:
- Lenox Interlude Stylish Retreat Views, Central Air, Walk to Town
- 3-bedroom furnished townhome near Lenox, beautiful views, 3 month min rental
- St Anne`s Manor | Walk to Downtown! Sleeps 8
- Enjoy comfortable elegance in this secluded grand home located in town
- 33 Main
- Main Street Delight 1bedroom
- Renovated Downtown 1bedroom
- Farmhouse-Loft -48 Main Street, Lenox, MA
- The Kemble- Built by a US Secretary of State in Lenox
- The Penthouse, Downtown Lenox by Evergreen Home
- Charming in-town Lenox Cottage with AC and fire pit!
- Lenox Interlude Stylish Retreat Views, Central Air, Walk to Town
- Walk to Dining: Downtown Lenox Guest House!
- 33 Main
- 3-bedroom furnished townhome near Lenox, beautiful views, 3 month min rental
See all pet-friendly vacation rentals in Lenox on PickleTrip



















