Roxbury Holiday Rentals, New York: Private House Rentals

A calm river with large rocks, surrounded by trees with autumn foliage.

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Go beyond your typical stay in Roxbury

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Our top choices for Roxbury hotels

1. The Colonial Motel

Grand Gorge

Eric

2.309.294 ₫

2.540.223 ₫ total

includes taxes & fees

16 Sept - 17 Sept

2. Moore's Motel

Prattsville

Cory

3.110.160 ₫

3.358.973 ₫ total

includes taxes & fees

13 Sept - 14 Sept

3. The Vine on main

Stamford

Dana

4.898.885 ₫

5.388.773 ₫ total

includes taxes & fees

13 Sept - 14 Sept

4. The Hidden Inn

South Kortright

Dave

3.850.747 ₫

4.235.822 ₫ total

includes taxes & fees

30 Sept - 1 Oct

5. Hotel Vienna

Windham

Jerrold

2.619.734 ₫

3.277.066 ₫ total

includes taxes & fees

1 Oct - 2 Oct

6. Margaretville Motel

Margaretville

Donna

2.203.030 ₫

2.838.021 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Premium House, Kitchen, Mountain View | Private kitchen

7. Starlite Motel

Big Indian

Sarah

3.239.750 ₫

3.628.520 ₫ total

includes taxes & fees

14 Sept - 15 Sept

8. Black Bear Lodge

Prattsville

Gerald

3.861.782 ₫

4.170.725 ₫ total

includes taxes & fees

13 Sept - 14 Sept

9. Margaretville Mtn Inn B&B and Village Suites

Margaretville

Lori

4.017.290 ₫

4.678.199 ₫ total

includes taxes & fees

13 Sept - 14 Sept

10. Hunter Lodge, a Bluebird by Lark

Hunter

Yaacov

3.502.818 ₫

4.342.871 ₫ total

includes taxes & fees

21 Sept - 22 Sept

11. The Queen of the Catskills B&B

Stamford

john

4.314.310 ₫

4.745.740 ₫ total

includes taxes & fees

13 Sept - 14 Sept

12. Shadowcrest

Fleischmanns

Margo

3.421.176 ₫

3.763.294 ₫ total

includes taxes & fees

13 Sept - 14 Sept

13. Hanah mountain resort and country club

Margaretville

Michael

4.561.568 ₫

5.587.921 ₫ total

includes taxes & fees

16 Sept - 17 Sept

14. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Nuria

5.121.915 ₫

6.099.023 ₫ total

includes taxes & fees

14 Sept - 15 Sept

Standard Room, 1 King Bed, Non Smoking, Private Bathroom (Meadow Room)

Standard Room, 1 Queen Bed, Non Smoking, Private Bathroom (Library Room)

Standard Suite, 1 King Bed with Sofa bed, Non Smoking, Private Bathroom (Burroughs Suite)

15. Meadowood Inn

Arkville

Pamela

3.164.069 ₫

3.480.269 ₫ total

includes taxes & fees

20 Sept - 21 Sept

16. Albergo Allegria Hotel

Windham

Roy

4.503.253 ₫

4.863.513 ₫ total

includes taxes & fees

20 Sept - 21 Sept

17. The Wheelhouse Inn

Pine Hill

Allen

2.332.800 ₫

2.612.736 ₫ total

includes taxes & fees

3 Oct - 4 Oct

18. Antique Rose Inn Windham

Windham

David

3.498.930 ₫

3.778.844 ₫ total

includes taxes & fees

14 Sept - 15 Sept

19. The Winwood Condominiums

Windham

Abdul

3.868.262 ₫

4.177.723 ₫ total

includes taxes & fees

15 Sept - 16 Sept

20. Phoenicia Lodge

Phoenicia

Thomas

4.484.678 ₫

5.022.777 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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Stay near popular Roxbury attractions

Plattekill Mountain

8.8/10 (73 reviews)

This family-owned ski resort offers 38 trails from gentle beginner slopes to challenging double-black diamonds. In summer, the mountain transforms for biking and scenic chairlift rides with live music against the Catskills backdrop.

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Learn more about Roxbury

Nestled in the Catskills, this charming village offers scenic hiking trails and the historic Roxbury Arts Group for local performances. Explore the unique Round Barn Farmers Market or visit nearby Plattekill Mountain for skiing and mountain biking adventures.

See all hotels in Roxbury

A snowy ski slope with skiers, a wooden fence, and a small cabin.

Top Roxbury Hotel Reviews

The Colonial Motel

10/10 Excellent

"I have stayed here a couple of times. It is a very safe and secure location. Parking is directly in front of the room so it’s convenient too. The room is always clean and the staff are very nice. The pillows are surprisingly comfortable as they are not typical hotel overstuffed pillows that make my neck hurt. I will definitely stay here again."

Hunter Lodge, a Bluebird by Lark

8/10 Good

"Our stay started with an open door, food in the fridge and a trip to reception to make sure the room was not already occupied. We stayed in the room. The rooms seemed to be recently renovated, new AC systems, spacious, etc. so the accommodations were very nice. Biggest problem is the lighting is terrible and the room is very dark (paint, decorations, etc.), a bulb went out and one of the two light fixtures would not work. The fridge needed defrosting badly; we could not use the freezer. The next day they moved us to a suite and refunded a $40 activity fee (not sure what this additional fee was for; there were no activities, pool, etc.). The suite had lots of natural light, but again, not much light after dark. The glass shower door was off the track, but there was no handyman there that day. The bathroom sink is separate from the very tiny bathroom; there were no towel hooks or towel bars in the sink area. In the prior room there were two hooks in the sink area. Owners should live in these rooms for a night. We appreciated the upgrade; the fridge was in much better shape. The public rooms were very nice."

Kaatskill Mountain Club & Condos by Vail Resorts

8/10 Good

"The place need breakfast include"

Urban Cowboy Lodge

8/10 Good

"The property and stay was great. The reason for four stars vs. five were the expectations. The descriptions and their Instagram oversells the place so you go expecting more. A little more transparency and marketing the property for its true self - it's a fantastic spot."

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Jimmy Conner Inn is truly one of the best places to stay if you’re looking for somewhere quiet, peaceful, and surrounded by nature. Everything is so convenient you have a bar and restaurant right on the property, so you don’t even need to leave. It’s incredibly peaceful and the perfect place to decompress from all the noise and craziness of the city. The service was excellent, and the whole experience made us feel so welcomed and taken care of. They even have a beautiful fire pit where you can relax and enjoy the evening. Highly recommend this place if you’re looking to disconnect, reconnect with nature, and just enjoy some peace and quiet! 🔥🌲"

Phoenicia Lodge

8/10 Good

"Check in and out was very pleasant."

The Roxbury

10/10 Excellent

"It was a magical and amazing romantic getaway, the property pictures dont do justice , the staff are all very hospitable and kind specially Kelly from the pool bar and Amy front desk. My husband and I were celebrating our anniversary and it was deff memorable thank you can't wait to come back !"

BUENA VISTA INN

10/10 Excellent

"Staff was very attentive."

Eastwind Windham

10/10 Excellent

"The staff was friendly and the room was clean and comfortable. Would love to come back again!"