
Holiday rentals with breakfast in Lenox
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Lenox

Total holiday rentals
Explore 70 holiday rentals in Lenox

Nightly prices starting at
Lenox holiday rentals start at $104 NZD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Lenox holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lenox rentals

4.7 Average rating
Lenox stays receive an average rating of 4.7 out of 5 from guests
Top-rated Holiday Accommodation with Breakfast in Lenox
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

1 bdrm apt in Athens on the Hudson
Come enjoy village life right in the middle of this friendly and vibrant, yet quiet community in your own charmingly appointed 3 room apartment. Explore the Great Northern Catskills with its boating and paddling opportunities, antiquing, local history, art and music. The Thomas Cole House is minutes away in Catskill. Olana is right across the Rip Van Winkle Bridge. If sculpture is your passion, Opus 40 in Saugerties is not to be missed. Winerys abound and be sure not to miss Athens own brewery.

Patchin Mills Quaint Country Cottage
Welcome to your cozy cottage in the bucolic Hudson Valley. Only 90 mi. north of NYC. We welcome small dogs, under 25 lbs. with prior host approval. Sorry, NO CATS. Enjoy biking, hiking, skiing, local culture or just relaxing. 1 mile outside a charming village in farm and horse country, your cottage has a full kitchen/LR, 2 BRS (1 queen, 1 full), bathrm, washer/dryer, deck, patio & yard. Close to colleges, dining & activities. We hope that you will love this corner of the world as much as we do.

Bright Stockbridge country home, near everything!
Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

Spacious, new renovated 1BR in a Victorian mansion
Ultra-prime location on Allen Street, this spacious, recently renovated 1BR apartment is nestled privately within an historic Victorian located on Hudson’s Mansion Row! 3-minute walk to bustling Warren Street and renowned shops and dining. Built in 1865 by Hudson mayor Joshua T. Waterman, the House features an Italianate tower and preserved historic details. It previously operated as the beloved Hudson City Bed & Breakfast for over 35 years, and now under new ownership, as The Waterman House.

Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

Hilltown Studio
Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

West Main
1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town , pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

Unique People & Pet-Welcoming Haven
Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

Private Hudson pied-à-terre; blocks from Amtrak
Private hideaway on Warren Street--entire floor--in a renovated, historic 18th Century house. Queen bed, en suite bathroom, cozy living area with fridge and coffee maker plus a large private deck with panoramic city and mountain views. Walk to everything, from Basilica to Rivertown. Includes light breakfast with locally baked breads and coffee/tea delivered to your door. (Rate now reflects 4% Hudson lodging tax.) Note: Masks still required in hallways and shop. Thank you.

Adorable Apartment - Near Emma Willard, RPI, Troy
Welcome to Cheri's house! You'll enjoy a private 1 bedroom apartment including a full size bed in the bedroom, living room with pull-out sofa and smart TV, full kitchen, bathroom and bonus work space or dining room. Off street parking, free WiFi and breakfast included. My home is a quick 5 min walk to Emma Willard School, 1.5 miles to RPI, and 2 miles to Russell Sage College. The unit is on the 2nd floor of an owner-occupied house. Please ask me any questions!

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Blackberry Cottage
Enjoy our peaceful (pet friendly) home, just a short drive to the center of Norfolk. Great for friends and/or family visits. Board games, puzzles and books inside for all; fire pit outside. Front & side decks, are perfect for relaxing. Access great cafes, shops & cultural delights in Norfolk. The nearby Ellen Battell Stoeckel Estate hosts Yale's Summer Chamber Music Concert series. It’s a home, not a hotel. I think you’ll love it!
Popular amenities for Lenox Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Spacious Apartment at the Back of the Tudor House

Whistler's Inn/The Garden Room (#9)

NEW: Chic Modern Barn Style Home in Fun Area

Explore the Woodland Areas at Circa 1804 Farmhouse

Lake Escape

Whisper In The Wind Country Home

Beautifully Restored, Secluded Farmhouse

Secluded Hudson mid-century - pool & hot tub
Apartment rentals with breakfast

Bright, Charming 3-BR with Garden in Heart of Town

Hibiscus Suite - Priv. Studio - Rhinebeck Village

Downtown Albany 1 Bed + Workstation @ Maiden Lane

Tranquility Getaway- Minutes from Hudson

Cozy Home away from home, work and or relaxation?

The Shepherd's Retreat

Sky view Retreat, a serene hillside hideaway.

'The Baker's Loft' 3BR Flat in Chatham Village, NY
Bed and breakfast rentals with breakfast

Norton Hill BnB

Charming Eyebrow Colonial North Chatham, NY

Large guest suite w/private bath in the Berkshires

Brick Row House in the Woods, private 2nd floor

The Sara Tracy House, Whitman Room

Serenity in an Albany suburb

Hospitality in the Berkshire Woods

Standard Suite at Shaker Mill Inn
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- Hunter Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Windham Mountain
- Butternut Ski Area and Tubing Center
- June Farms
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Kent Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Ski Sundown
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Naumkeag
- Norman Rockwell Museum
- University of Massachusetts Amherst
- MVP Arena





