Holiday rentals with breakfast in Sullivan County

Ruffled Feather Cabin at sheep Farm 12 x 12

Cozy 12 x12 solar battery powered cabin at an established B&B with great reviews. Porch, fire pit, picnic table, dishes,charcoal grill set on a 52 acre farm in the foothills of the beautiful Catskill Mountains. 6 miles from Bethel Woods Center for the Arts. Visit great local attractions like the Delaware River, Breweries, distilleries, art galleries. Hike our 52 acres, feed our organic free range laying hens, friendly flock of Shetland sheep, collect eggs, pick berries and help weed our garden!!

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!

12min to Del River & Callicoon/Inn at Tyler Hill 3

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!

The River Cottage

Cozy studio cottage on a country road. Loft for extra guest / big kids. Adjacent to Soaring Eagle campground: kayak/tube tours, river access day pass, snacks, supplies. 10 min to Callicoon, NY: restaurants, pubs, groceries, gas, bank, pharmacy, laundromat, shopping, movie theater. 15 min to French Woods Camp 30 min to Bethel Woods (Woodstock Festival site) *EARLY IN / LATE OUT BY REQUEST $25/hr Pay in Resolution Center Please book your stay with the correct number of guests. Thank you!

Stargaze Lodge

The house is brand new. It is set back off the road. its just minutes from the D&H Canal & Neversink river , 15 min from Bashakill vineyards Oakland valley race track, also trains are available in either Port Jervis or Otisville & the same time to rt 17 or 84. 30 minutes to the Monticello casino or rt 97 Barryville also ski locations near both places , 35 minutes to Warwick and Chester legoland & Milford Pa ,Bethel woods, Milford PA. Legoland is only 35 minutes away, show many people coming

Spring Break Family Escape! Forest Air + Firepit

CASA AURORA: Escape to our eclectic & colorful 3BR/2BA cabin w/firepit in Masthope, an all-season Poconos gem with infinite amenities! This winter enjoy skiing & tubing! Summer days on Masthope beach with free SUP/kayak rentals. Masthope boasts 2 outdoor pools, Tikibar, grills, horseback riding, zoo, courts, minigolf, gym. The updated home features a jetted tub, gas fireplace, gas grill, screened porch, deck & firepit area. Perfect for summer fun or winter adventure—Ski Big Bear is 5 mins away!

Featured on three magazines: Catskills grand home

Catskill Park Manor House is a luxurious home located on 131 acres, designed by renowned architect Peter Pennoyer for writer Louis Auchincloss (a relative of Jacquie O). Amazing mountain views from every room, fireplace, fire pit, play room, dining for 10+, library, private hiking trails. Local attractions include fly fishing, kayaking, and more. NOTE**June reservations: the exterior will be painted so there is a chance that the facade will not be completed but no disruptions to your stay :)

2 Bed Cottage, Heated Pool, Fire Pit, Steam Sauna

The Cottage is a private 2-bedroom/ 1 bath cabin with a main bedroom including a queen bed and a large second-floor loft with a queen bed. Well-appointed full kitchen with a stovetop, toaster oven, microwave, and fridge. The private cottage has a large living and dining area, and a private sun deck. Staying here gives you access to The Rest Hotel and a heated swimming pool. Restaurant and Bar open Thurs to Sat 5-9pm Heated pool is a shared hotel amenity. Complimentary Continental Breakfast

Gorgeous Waterfront w/ Hot Tub and Game Level

Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Jay’s Big Sky! Here are a few things I think you’ll especially enjoy about the house. Highlights - You’ll love the: • Location - quiet, waterfront position on 27 acre lake • Hot tub (all year) - a relaxing treat after hiking, skiing, or exploring • Family-perfect layout - 2 levels, with full game / media level • Fast WiFi & dedicated workspace - ideal for remote work • Kayaks and life-vests - for safe water fun!

Cottage near Bethel Woods

Only 20 min from Bethel Woods concert venue and museum. 10 min from rafting the Delaware River. There is so much to do no matter when you plan to make your way over to this special spot. Two bedroom cottage with everything you need for a great escape. Only 2 hours away from the city and 30 min from Port Jervis (the local train station). There are two bedrooms, a fully stocked kitchen and full bathroom plus a fire pit, trampoline, seasonal salt water pool and walks in the woods.

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!

Fern Hill Lodge: Quiet Spring Escape on 20 Acres

The Fern Hill Lodge is a lovingly restored retreat, crafted by a local master carpenter and designed for families, couples, or friends ready to escape the city and reconnect with nature. Just two hours northwest of NYC, our private, secluded rustic sanctuary is tucked away on a lush, ferntastic hilltop — a hidden gem nestled on 20 peaceful acres. Whether you’re here to explore, rest, or simply breathe, the entire house and land are yours to enjoy.