Holiday Rentals in Lenox
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Lenox
Holiday Rentals in Lenox

The Ponds at Foxhollow

Imagine Being Lakeside This Summer! Book Now!

Enjoy comfortable elegance in this secluded grand home located in town

Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

Deluxe Queen Room with 2 Queen Beds

Mountainside Condo Ski In Ski Out

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Peace and quiet on the lake

Stay Lakeside This Summer!

Hancock Village Inn at Jiminy Peak

Lakefront Retreat on Robinson Pond - Stunning Sunrise

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

Exclusive Estate, Heated Yearround Outdoor Pool

Private Island - Largest Fresh Water Reservoir in Mass....
Other types of properties in Lenox you may be interested in

The Yankee, Trademark Collection by Wyndham
Holiday Accommodation Lenox
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Lenox are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Lenox itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Lenox holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Lenox, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Lenox with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.