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Oliverea Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Oliverea vacation rentals

A spacious living room with a wooden floor, a flat-screen TV, a wooden table with benches, and large sliding glass doors leading to an outdoor deck.

1. Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian

Richard

SAR 3,027 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

2. Starlite Motel

Big Indian

Stephen

SAR 610 total

includes taxes & fees

12 Nov - 13 Nov

3. Suites on Main

Margaretville

"You get what you pay for - cheap, not value. Spent the first 2 hours cleaning because it was barely touched - even dining table and chairs had crumbs and spill stains. The coffee maker was black inside the water compartment. I had to pick up silverware and dish soap from the dollar store because there was only 2 forks and spoons for a place advertised for 6 and no dish soap to clean dishes. I’m confident my cleaning and items I left behind for the next guests will be reimbursed by karma. Oh,...

Jonathan

SAR 525 total

includes taxes & fees

12 Nov - 13 Nov

A spacious living area with a sofa, a coffee table, and a view of the outdoors.

4. Serene Private Mountain Retreat, Hot Tub for 6, Firepit, Stunning Views and more

Arkville

Daniel P.

A wooden deck with a table and chairs, overlooking a snowy landscape with bare trees.

5. Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Shandaken

afsoon p.

SAR 688 total

includes taxes & fees

7 Dec - 8 Dec

A living room with a television, two sofas, a patterned rug, and a chandelier.

6. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Pine Hill

carolyn h.

SAR 1,900 total

includes taxes & fees

12 Nov - 13 Nov

A two-story house with a dark exterior, a front porch, and a well-maintained lawn.

7. Purple Victorian Vacation Home near Belleayre

Pine Hill

Keith V.

SAR 2,432 total

includes taxes & fees

12 Nov - 13 Nov

A room with a wooden cabinet, a glass door leading to a closet, a blue patterned rug, and a wooden floor.

8. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Phoenicia

joan b.

SAR 1,403 total

includes taxes & fees

17 Nov - 18 Nov

A cozy wooden cabin room with a bed, ottomans, a TV, and a large window offering a view of the outdoors.

9. Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre

Arkville

Tony L.

SAR 1,511 total

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a large window, wooden ceiling, and a bed with white bedding and two decorative pillows.

10. PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

Mt. Tremper

cheryll s.

A two-story building with large windows and a storefront.

11. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Windham

Rebecca

SAR 444 total

includes taxes & fees

12 Nov - 13 Nov

A natural setting with a stream, red chairs, and a forested area.

12. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Anonymous traveler

SAR 1,123 total

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with a bench, surrounded by a forested area.

13. West Wing - a unique private space w/patio

Shokan

Ronald

SAR 782 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

14. Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Lanesville

Holly

15. Windham NY Escape

Hensonville

Miguel

SAR 2,035 total

includes taxes & fees

16 Nov - 17 Nov

A triangular wooden cabin with a glass front, a bench, and a table inside.

16. The Bend: Meadow Suite • Pool • Sauna • Fire Pits

Phoenicia

SAR 1,800 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a large island, a sink, and wooden stools.

17. Woodstock Historic Artist Estate - The Carriage House

Woodstock

Fran W.

SAR 3,010 total

includes taxes & fees

12 Dec - 13 Dec

A cozy living room with a leather sofa, a fireplace, and a Netflix sign.

18. Steps to Slopes | Hunter Mountain Ski In and Out

Lanesville

Krista F.

SAR 971 total

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

19. Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.

Margaretville

John K.

SAR 3,456 total

includes taxes & fees

12 Nov - 13 Nov

A living room with a leather rug, wooden chairs, a sofa, and a decorative wall hanging.

20. 2BR Barnhouse Horse Farm Views by hiking, Phoenicia, Hunter

Hunter

Evan H.

SAR 1,114 total

includes taxes & fees

12 Nov - 13 Nov

View all properties

Find vacation rentals that suit your style

Top Oliverea Hotel Reviews

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

Shandaken Inn

Shandaken

10/10 Excellent

Anonymous traveler

A rustic interior with a stone fireplace, wooden beams, and a chandelier.

Urban Cowboy Lodge

Big Indian

10/10 Excellent

Carolena

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

Emerson Resort & Spa

Mount Tremper

10/10 Excellent

Karla

A large two-story house with a snow-covered roof and a front porch.

Meadowood Inn

Arkville

10/10 Excellent

John

A dining area with a stone fireplace, wooden beams, and large windows.

Phoenicia Lodge

Phoenicia

10/10 Excellent

Anonymous traveler

A white house with a green door, black trim, and a porch with a lantern.

Twin Gables of Woodstock

Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

A restaurant interior with wooden walls, a bar area, and a ceiling with intricate patterns.

Blue Hill Lodge

Claryville

10/10 Excellent

I knew the moment I drove up that this was a great find. Perfect blend of country charm and convenience. Great little restaurant/deli/general store, with friendly and efficient staff. Restaurant had some great Russian specialty foods and beers. Liquor store on premises too. The room was simple and comfortable with a good tv and its own themostat, and really, really clean! I'm looking forward to coming back in spring 2015 when the microbrewery opens.

Curtis

A multi-story building with outdoor seating and a stone-paved patio.

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

10/10 Excellent

Joseph

Howland House

Mount Tremper

10/10 Excellent

A very nice experience, the Howland House is a very charming guesthouse with cozy, rooms, an excellent restaurant, Oliver’s, right downstairs and a really welcoming atmosphere. Staff were helpful and friendly, really couldn’t have asked for a nicer stay. We had a standard room with a shared bathroom, but the way it was setup made it totally comfortable. Highly recommended place if you’re in the area and we’ll almost certainly return.

Ira

The Wheelhouse Inn

Pine Hill

10/10 Excellent

We stayed here for 3 nights with our 2 young children for a long ski weekend. The location exceeded our expectations: the hotel is located less than 5 minutes from Belleayre Mountain. For a family with young children, the convenience factor couldn't be beat. The inn is nestled in the quaint town of Pine Hill (there's really only one road). There are a few restaurants on the same road, all within easy strolling distance. While there isn't breakfast on premise, there is a new coffee shop right...

Anonymous traveler

Frequently Asked Questions

Can I find a vacation rental in Oliverea?

Yes, we have vacation rentals close to well known attractions in Oliverea, or you can choose a more remote option if you're looking for a relaxing stay. Oliverea is known for its mountain views and ski areas. Make sure you have time to check out the festivals and restaurants during your trip.

What are some of the best vacation home rentals in Oliverea?

Heart of Hunter Village; across MT!FALL Special3rd nt half OFF!”wknd stay: You might want to consider this vacation home rental near Oliverea, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oliverea?

Expedia has 5 vacation rentals for your stay in Oliverea.

What can I see and do in Oliverea?

Giant Ledge Trailhead and Esopus Creek are a couple of lovely local spots to get outside and enjoy nature. Catskill State Park and Belleayre Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Oliverea?

Vacation rentals are private accommodations you can stay in for several days or more in Oliverea. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

Oliverea Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oliverea vacation rentals

1. Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

2. Starlite Motel

3. Suites on Main

4. Serene Private Mountain Retreat, Hot Tub for 6, Firepit, Stunning Views and more

5. Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

6. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

7. Purple Victorian Vacation Home near Belleayre

8. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

9. Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre

10. PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

11. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

12. Streamside Cottage Half Mile to Town of Woodstock

13. West Wing - a unique private space w/patio

14. Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

15. Windham NY Escape

16. The Bend: Meadow Suite • Pool • Sauna • Fire Pits

17. Woodstock Historic Artist Estate - The Carriage House

18. Steps to Slopes | Hunter Mountain Ski In and Out

19. Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.

20. 2BR Barnhouse Horse Farm Views by hiking, Phoenicia, Hunter

Find vacation rentals that suit your style

Top Oliverea Hotel Reviews

Shandaken Inn

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Oliverea?

What are some of the best vacation home rentals in Oliverea?

How many vacation rentals will I find in Oliverea?

What can I see and do in Oliverea?

What are vacation rentals like in Oliverea?