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

Total holiday rentals
Explore 30 holiday rentals in Stockbridge

Nightly prices starting at
Stockbridge holiday rentals start at $169 SGD per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Wifi availability
30 of Stockbridge holiday rentals include wifi access

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

4.6 Average rating
Stockbridge stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Stockbridge’s top spots include Norman Rockwell Museum, Naumkeag and Berkshire Botanical Garden
Top-rated rentals with breakfast in Stockbridge
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.

Netherwood - North Adams Guest House with Views
Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

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 !

Onomea Farm
Relax and watch the sheep graze in the pasture. Enjoy the amazing night sky. Fabulous modern two bedroom handicapped accessible in law suite with separate entrance. Fireplace, washer/dryer, heat, central A/C. King adjustable bed on main level, King and pull out sofa on 2nd floor. Both bedrooms have 50” TV’s. Full kitchen. Located in North Granby, CT. Quiet location yet close to major attractions and Bradley airport. We have 8 resident well behaved dogs THAT RUN FREE on the property -

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

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!

Garden Paradise minutes from Hudson
We are just a 10 minute drive from Hudson's bustling Warren Street in the historic hamlet of Claverack. We live on the property, but our guesthouse is separate and private. It's all surrounded by our 2 1/2 acre garden, which is our passion as well as our profession. We've recently adapted a 2 year old standard poodle named Nora. She is a very shy little girl, and will win your heart. We are sorry, but we do not accept pets or children under 12.
Popular amenities for rentals with breakfast in Stockbridge
House rentals with breakfast

Secluded Hudson mid-century - pool & hot tub

All-Season Berkshires Escape: Ski, Hike, Swim

Lake Escape

Explore the Woodland Areas at Circa 1804 Farmhouse

Peaceful Retreat in the Heart of Kingston

NEW: Gorgeous Grand Chalet w/ Hot Tub & Views

Ola homes and suits

Sleeps 16+ | Perfect for Groups & Weddings
Apartment rentals with breakfast

Ground Floor Apartment on Hudson River

Downtown Albany 1 Bed + Workstation @ Maiden Lane

Private Hudson pied-à-terre; blocks from Amtrak

Limbe Guest House

2 bedroom / Office - HEPA Air Purifier

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

Classic Troy Suite • Free Parking • Near RPI

A Sacred Place
Bed and breakfast rentals with breakfast

The Smithfield Room

Charming Eyebrow Colonial North Chatham, NY

Norton Hill BnB

Standard Suite at Shaker Mill Inn

Maple House, Birch Room

Brick Row House in the Woods, private 2nd floor

The Sara Tracy House, Rilke Room

C14 Carriage House at Blackberry River Inn
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- Hunter Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- June Farms
- Zoom Flume
- Thacher State Park
- Taconic State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Ski Sundown
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- MVP Arena





