Holiday rentals with breakfast in Sullivan County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Sullivan County

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Guest favourite

Home in Monticello

4.9 out of 5 average rating, 88 reviews

Starlight 5 Br EPIC Lake house! HOT TUB IS HERE!

Holiday Mountain Ski & Fun 13 Miles away(20 miles)! 5 Bdrm/3.5 Bath Lakehouse 1 min away to famous Swinging Bridge Marina. Sleeps 16. 2 decks, gas & wood firepit, 2 indoor fireplaces, boat dock & gameroom. Toast marshmallows on fire pit, watch the sunset on decks. Close proximity to Manhattan (90 min), Bethel Woods(20 min), Monticello Raceway(10 min), ResortsWorldCasino(15 min) LegoLand(40 min) Kartrite WaterPark(20 min) & Swing Bridge Marina(1 min). Bring your boat or rent at Marina next door!

1–8 Dec

$1,302 NZD per night

Guest favourite

Barn in Tyler Hill

5.0 out of 5 average rating, 9 reviews

12min to Del River & Callicoon/Inn at Tyler Hill 4

Just a 2 hr drive from NYC, Inn at Tyler Hill is a country escape where guests can embrace the simple pleasures that come with being surrounded by nature and only 10 min from the Delaware River. Guest enjoy complimentary daily farm to table breakfasts year round. We provide a seasonal (5/15-9/15) weekend dinner shuttle to/ from Callicoon (12min) & weekend happy hour round of drinks on our patio. We can arrange local activities & reservations. Our goal is for guests to feel cared for like family!

28 May – 4 Jun

$633 NZD per night

Superhost

Home in Bloomingburg

4.8 out of 5 average rating, 461 reviews

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • EXTRA Professional Covid Cleaning • Home gym & treadmill • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

$183 NZD per night

Superhost

Home in Lackawaxen

5.0 out of 5 average rating, 12 reviews

Tranquil Spring Nature Escape Near Hiking+Woodloch

CASA AURORA: Enjoy an unmatched 4-season vacation community with endless on-site fun when you stay at this 3BR/2BA eclectic escape in Masthope for your next Poconos vacay. In Winter, you'll enjoy Ski Big Bear [5 min. drive] for skiing and snow tubing; & Masthope Lake/Beach in the Summer. Masthope boasts a lake, pools, grills, ball courts, horseback riding, zoo, mini golf, snow tubing, skiing, while the newly renovated home has a gas fireplace, jetted tub, screened porch, & deck. Veteran owned.

14–21 Nov

$544 NZD per night

Guest favourite

Cabin in Barryville

5.0 out of 5 average rating, 146 reviews

Fern Hill Lodge | Serenity on 20 Acres | NO FEE

The Fern Hill Lodge, lovingly renovated by a local master carpenter, is perfect for families, couples, or friends looking to escape the hustle and bustle of city life and immerse themselves in nature! Relax and unwind in our private, secluded, rustic sanctuary just 2 hours northwest of NYC. We are nestled on a luscious hill off the main road, hidden on our gorgeous, ferntastic 20 acre property. The entire house and land are yours to enjoy! Please follow us on our IG page! @thefernhilllodge

7–14 Oct

$411 NZD per night

Superhost

Tiny home in Cochecton

4.84 out of 5 average rating, 311 reviews

Cozy Clean Tiny House Trailer

Come stay at our wonderful and peaceful trailer/tiny house. The Creek side property is situated within walking distance to the Delaware River. Nature, peace, tranquility and a relaxing atmosphere abound. The setting is rural yet with many locations near by that offer to travelers many things to see and do! Enjoy fine dinning in Narrowsburg or immerse in nature's perfect views and trails in the surrounding mountain region! Leave your stress behind! Come unwind at our trailer! feel at home!

6–13 Dec

$419 NZD per night

Home in Narrowsburg

4.81 out of 5 average rating, 16 reviews

Relax by the Pool or on the River! Perfect Break.

A home filled with light and surrounded by nature! Large open spaces inside and out for family and friends to spend quality time together. Set at the top of the hill, backed by its own private patio with fire pit and grill and neighboring our lovely kitchen garden. Our 2,200 square foot guest house features four queen-sized bedrooms, a fifth with two bunk beds and three bathrooms. Relax in the spacious living room or enjoy the bright and airy kitchen and dining room. The perfect get-away!

29 May – 5 Jun

$875 NZD per night

Guest favourite

Tent in Livingston Manor

4.97 out of 5 average rating, 110 reviews

Milkweed Camp - Glamping in the Catskills

Our off-grid canvas tent is situated at the edge of a meadow, surrounded by blueberry bushes. It's just 4.5 miles to Main St in Livingston Manor, and 35 minutes to Bethel Woods. Please note that temps may dip below 32F in October. We provide a full-size bed (w/ heated mattress pad), fire pit, firewood, propane heater, and solar power. You have access to a composting toilet & outdoor shower on-site, and a conventional shared bathroom if you preferred. We are an LGBTQ+ inclusive space.

9–16 Sep

$206 NZD per night

Cabin in Livingston Manor

4.82 out of 5 average rating, 39 reviews

Shandelee Cabin in Catskill’s Livingston Manor

A cozy rural cabin only an 8-min drive to Livingston Manor shops, CAS gallery & our fabulous Livingston Manor bakery, eateries & breweries. A fishing, hiking, kayaking paradise only 2 hours from NYC . We’re conveniently across from The Arnold House & its tavern. We have set the cabin up to have a luxury feel in a casual setting ideal for a weekend or long stay, with a front porch and private back deck for the most amazing stargazing. We welcome everyone and are LGBTQ friendly.

4–11 Sep

$446 NZD per night

Superhost

Cottage in Highland Lake

4.9 out of 5 average rating, 62 reviews

Waterfront | 22 acres | Boats | HotTub | Rafting

Waterfront Cottage on 22 Acres with Hot Tub - Save now when you book months in advance, additional savings on stays 3 days and longer - Ask about any current special promotions we may be running, and additional accommodation options if you have more than 10 guests. - Ask us about our boat rides during the summer months! Tucked in the Catskill Mountains, under 2 hrs from NYC & just 10 minutes from the Delaware River. 22 acres surrounded by forests & a picturesque 200 acre lake.

28 Feb – 7 Mar

$1,187 NZD per night

Superhost

Home in Swan Lake

4.91 out of 5 average rating, 367 reviews

In the clouds your cozy- lake house

Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery

5–12 Jan

$411 NZD per night

Guest favourite

Home in Callicoon

4.93 out of 5 average rating, 41 reviews

Mahaska Creek

This comfortable 2 bedroom, one bath home is situated along road 164 in the Beechwoods and only 2 miles to downtown Callicoon and the Delaware River! Located along a stream, it boasts a beautiful private back deck,. Spectrum Wi-Fi provides hi-speed internet for weekend entertainment or extended stays working from home. Close to the Villa Roma, Bethel Woods, and the quaint towns of Western Sullivan County, it’s a great place to enjoy life in the Catskills!

7–14 Mar

$341 NZD per night