
Holiday rentals with breakfast in Shandaken
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Shandaken
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Woodstock Chalet - Peace & Quiet & Space (O my!)
Read the REVIEWS: Feel right at home in our spacious light-filled studio on a private drive (Reserve ahead for your dog.) 4 acres of surrounding forest ensure quiet… windows on 3 sides (plus a stargazer skylight) yet easy access to town and to the local bus. All the comforts of upscale suburbia. Great A/C PLUS Just a 2-minute drive to Woodstock center (galleries, parks & shops) 5 minutes to Levon Helm’s barn and Bearsville (live music.) Yr private woods are a photographers/birdwatchers delight.

Woodstock Hideaway
Escape to our cozy 3-bedroom, 2.5-bathroom home in the Catskill Mountains! Ideal for families, couples, or friends seeking a relaxing break. Unwind in front of the fireplace, whip up culinary delights in our chef's kitchen or grill out on the back deck. Relax and enjoy breathtaking mountain views by the firepit. Minutes away from hiking, swimming and ski slopes, offering endless outdoor adventures. Explore nearby Woodstock, known for its entertainment, shopping, and farm to table dining options.

Spend spring in style @ Killercat Mountain House
Natural splendor meets seductive style at #killercatmountainhouse, a design-focused retreat 5 minutes from Hunter Mountain—and 13 minutes to Windham Mountain—that delivers a fresh & colorful Catskills experience. Embrace spring from our expansive deck, hot-barrel sauna, fire pit & roomy hot tub, or unwind by the fireplace w/records & games. Our Parisian-chic décor provides Insta-worthy moments inside & out, while our epic views & amenities allow outdoor enthusiasts to indulge all season long.

Peaceful Retreat in the Heart of Kingston
The Winchell is a thoughtfully designed space in the heart of Kingston, with 2 bedrooms, and 1 bath. The home, the oldest on the block with many original details preserved, is located in a quaint & quiet part of Midtown (the Arts district), ¼ to 2 miles away from the local restaurants, cafes, shops, and bars that's made Kingston a prime Hudson Valley destination. It is also a hub to nearby trails, outdoor adventures, and towns such as Rhinebeck, Phoenicia & Woodstock. Licensed STR: 004980

Modena Mad House
Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Little Red Cabin Near Windham & Hunter w/ Hot Tub
Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

Panther Mountain Lodge
winter is on the way!!..the mountains are beautiful at this Suite with private entrance in the Catskills countryside!! this cabin is close to Hiking, skiing, fishing, and Shopping and restaurants are just a short drive away. this house is situated where the Pantherkill Brook empties into the Woodland valley stream, which then runs into the Famed Esopus Creek, all in the heart of the Catskill state park. experience the Catskills with some of its most prolific History!

Hibiscus Suite - Priv. Studio - Rhinebeck Village
This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

Secluded Couples Spa Sanctuary with HotTub!
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Fern Pond. Here are a few things I think you’ll especially enjoy about the house. Fern Pond is a cute-as-a-button secluded cottage with hot tub, pond, wood stove, and soaking tub sitting in the shadow of the Sundown Wild Forest. Enjoy its privacy, remoteness, and romanticism, while soaking in the hot tub and/or cozying up by the fire.

Historic Hudson Hideaway
Historic Hudson Hideaway is the first floor of our 1840s home furnished with a mix of modern finds, antique textiles, and luxury linens. The suite has an abundance of natural light and is ideal for those looking for privacy and retreat while being conveniently located a block from Hudson's Amtrak station, and steps to Warren Street shops, restaurants, bars, and arts. City of Hudson Lodging Licensee #1168

Hudson Valley Hideaway
Nestled in the Hudson River Valley an intimate apartment ideal for one or two. 85 miles from NYC, Conveniently located 20 minutes to New Paltz, Mohonk, Woodstock and Bard College. Enjoy a stroll on the land with your morning tea or coffee and visit the koi pond. Check out this wonderful review from the marvelous friends at &north! http://andnorth.com/stay/artist-owned-airbnb-cottage-tucked-away-esopus-ny/
Popular amenities for rentals with breakfast in Shandaken
House rentals with breakfast

Explore the Woodland Areas at Circa 1804 Farmhouse

Catskills Barn House @ Smallwood

Catskills Spa BnB

Forest Air, Firepit + Ski Vibes! Family Escape!

Charming private cape house in Woodstock

Hyde Parks Hideaway

Cozy Catskills Mid-century bungalow

Warm & Comfortable Family Stay nr Woodstock
Apartment rentals with breakfast

Former school house. Upstate serenity.

Ground Floor Apartment on Hudson River

CATSKILL MTN HISTORIC BAKERY SUITES

1 bdrm apt in Athens on the Hudson

Dove House on Trannery Brook in Woodstock

Private Hudson pied-à-terre; blocks from Amtrak

2 bedroom / Office - HEPA Air Purifier

Bright, Charming 3-BR with Garden in Heart of Town
Bed and breakfast rentals with breakfast

Romantic Room 1 at Rosehaven Inn near Hunter Mtn

Gunks EcoLodge Main Lodge, 3 Bedrooms and 3 Baths

Room 5 - Second Floor - Twin Gables of Woodstock

Tiny space double bed corner privacy screen #6

Scandinavian Designed Dutchess County Room

Brick Row House in the Woods, private 2nd floor

VlyHouse - Room 4

Highlanders View-Hot breakfast incl.-Cottage Room
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 SGD | $236 SGD | $232 SGD | $218 SGD | $220 SGD | $243 SGD | $245 SGD | $267 SGD | $266 SGD | $258 SGD | $246 SGD | $246 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals with breakfast included in Shandaken

Total holiday rentals
Explore 30 holiday rentals in Shandaken

Nightly prices starting at
Shandaken holiday rentals start at $166 SGD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Shandaken holiday rentals include wifi access

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

4.9 Average rating
Shandaken stays are highly rated by guests – averaging 4.9 out of 5!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Thacher State Park
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Poets' Walk Park
- Walkway Over the Hudson State Historic Park
- Mohonk Preserve
- Upper Delaware Scenic and Recreational River
- Mine Kill State Park
- Lake Minnewaska




