Roxbury Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

141 Houses

8

Charming Townhouse

Catskill Region / Roxbury

Roxbury house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 6 mi
  • Child Friendly

Price per night from

$229

Price per night from

$229

(2) Excellent 

33

Stunning Views, Luxury -Fab Master Suite -160 acs

Catskill Region / Roxbury

Roxbury house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 19 mi
  • Ski
  • Child Friendly

Price per night from

$402

Price per night from

$402

(5) Excellent 

25

Catskill Mountain View House, Belleayre, Fire Pit!

Catskill Region / Roxbury

Roxbury house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Nearest beach 13 mi
  • Ski
  • Child Friendly
“Best house ever” The house is in a beautiful setting. So many things to do in the area from antique shopping, golf in the summer, winter skiing, hiking, really great restaurants. Once you've seen the house though, you won't want to leave. Great layout
…see more

Price per night from

$436

Price per night from

$436

Great rentals within 20 miles that match your search

Distance approx 11.89 km from Roxbury

(3) Very Good 

28

Catskill Home for Skiing, Fishing, Hiking & biking

Catskill Region / Fleischmanns

Fleischmanns house

6 22 2 nights min

  • 6 bedrooms
  • sleeps 22
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$503

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$503

Distance approx 11.57 km from Roxbury

(25) Very Good 

Certificate of Excellence

17

Belleayre Cozy Cabin

Catskill Region / Fleischmanns

Fleischmanns log cabin

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Certificate of Excellence

Price per night from

$144

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$144

Distance approx 15.07 km from Roxbury

(7) Excellent 

11

Cozy Log Cabin

Catskill Region / Durham

Durham log cabin

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Ask about pets
  • Private garden

Price per night from

$224

Responds fast!
avg. 2 hours 6 minutes

Price per night from

$224

Distance approx 19.09 km from Roxbury

(11) Very Good 

11

Hunter Mountain Walking Distance!

Catskill Region / Hunter

Hunter chalet

2 7 1 night min

  • 2 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$230

Price per night from

$230

Distance approx 15.56 km from Roxbury

(4) Excellent 

53

Secluded Charming Water Front Log Home

Catskill Region / Windham

Windham house

4 15 2 nights min

  • 4 bedrooms
  • sleeps 15
  • 2 nights min
  • Ski
  • Child Friendly
  • Private garden

Price per night from

$343

Price per night from

$343

Distance approx 9.09 km from Roxbury

(2) Excellent 

21

Catskill Region Vacation Log Home Rental

Catskill Region / Halcottsville

Halcottsville house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 15 mi
  • Child Friendly
  • Air conditioning

Price per night from

$282

Price per night from

$282

Distance approx 14.7 km from Roxbury

(2) Excellent 

28

Beautiful BelleHouse - Creekside in the Catskills

Catskill Region / Big Indian

Big Indian chalet

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 1 mi
  • Ski
  • Child Friendly

Price per night from

$171

Responds fast!
avg. 1 hour 6 minutes

Price per night from

$171

Distance approx 18.13 km from Roxbury

(10) Very Good 

19

Georgeous getaway in the Catskills

Catskill Region / Andes

Andes log cabin

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Pet Friendly
“Relaxing gateway” My boyfriend and I rented Kai's cabin for my 29th birthday. We wanted to get away from the city and have a relaxing gateway with our 75lb dog. Well... We couldn't have picked a more perfect place. The moment we reserved it we receive
…see more

Price per night from

$115

Price per night from

$115

Distance approx 14.09 km from Roxbury

(1) Excellent 

34

Catskill Mountain Getaway - Where Memories R Made

Catskill Region / West Kill

West Kill house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$339

Price per night from

$339

Distance approx 14.93 km from Roxbury

34

The Mountain House: The Perfect 4 Season Retreat

Catskill Region / Windham

Windham chalet

8 22 3 nights min

  • 8 bedrooms
  • sleeps 22
  • 3 nights min
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$2,867

Responds fast!
avg. 1 hour 57 minutes

Price per night from

$2,867

Distance approx 17.09 km from Roxbury

(6) Very Good 

16

Hunter Mt-REDUCED~Amazing Views-Big House! 5 min to SLOPES!

Catskill Region / Hunter

Hunter house

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Pet Friendly
“Great Owner to Work With” I didn't get to stay in the house because of schedule conflicts but I still would like to highly recommend the owner. I sent her inquiries about the place and she gave me instant response and she was willing to work with my b
…see more

Price per night from

$545

Price per night from

$545

Distance approx 18.96 km from Roxbury

14

Charming Hunter Mtn. Chalet-- Therapeutic Hot Tub --Walk to Town & Ski Slope

Catskill Region / Hunter

Hunter house

4 12 1 night min

  • 4 bedrooms
  • sleeps 12
  • 1 night min
  • Ski
  • Child Friendly

Price per night from

$516

Price per night from

$516

Distance approx 17.1 km from Roxbury

10

Hunter Mt-REDUCED-5 minutes to Ski Slopes- Amazing Mt. Views~

Catskill Region / Hunter

Hunter house

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$547

Price per night from

$547

Distance approx 15.76 km from Roxbury

(37) Excellent 

Certificate of Excellence

24

*4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

Catskill Region / Windham

Windham house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 18 mi
  • Child Friendly
  • Air conditioning
“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality ut
…see more

Certificate of Excellence

Price per night from

$373

Responds fast!
avg. 37 minutes

Price per night from

$373

Distance approx 5.58 km from Roxbury

(16) Excellent 

22

Charming Catskill Mountain Cottage With Views!

Catskill Region / Hobart

Hobart cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Car not necessary
  • Ask about pets
“Wonderfully relaxing stay!” My husband and I were looking for a place to stay with our two children (ages 15 and 10) for the Memorial Day weekend outside the City and near our friend's place in Andes, NY. This cottage was perfect! First off, I shoul
…see more

Price per night from

$258

Price per night from

$258

Distance approx 16.5 km from Roxbury

(16) Excellent 

60

Panther Mt Crater Lodge-Private studio apt.-Catskill Mts

Catskill Region / Big Indian

Big Indian apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning
“Peace, quiet, and the magic of nature” My stay at Stephen's place in Big Indian was magical. I was stressed from city life and this was exactly what I needed. My boyfriend and I stopped at a farm stand along the way on Rte. 28 and loaded up on good st
…see more

Price per night from

$98

Responds fast!
avg. 57 minutes

Price per night from

$98

Distance approx 14.79 km from Roxbury

(2) Very Good 

40

3400 Sq Ft 5 Bedroom House for Rent Near Hunter/Windham mountains ,cable/WIFI

New York / Jewett

Jewett house

5 17 2 nights min

  • 5 bedrooms
  • sleeps 17
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$576

Price per night from

$576

Distance approx 19.86 km from Roxbury

(1) Very Good 

33

BRAND NEW HOME WITH MOUNTAIN VIEW

Catskill Region / Hunter

Hunter house

4 14 2 nights min

  • 4 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$860

Responds fast!
avg. 1 hour 9 minutes

Price per night from

$860

Distance approx 10.26 km from Roxbury

(4) Very Good 

23

On A Road Less Traveled -Catskill Mountain Retreat

New York / Lexington

Lexington house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning
“Great place to get away” The house very clean inside and had everything we wanted. The outside had a huge deck, as well as a hot tub for extreme relaxation and tranquility. Would definitely go back.
…see more

Price per night from

$217

Price per night from

$217

Distance approx 18.26 km from Roxbury

(2) Excellent 

32

Cooperstown log chalet romantic getaways

New York / Worcester

Worcester chalet

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$201

Responds fast!
avg. 1 hour 23 minutes

Price per night from

$201

Distance approx 14.57 km from Roxbury

44

Newly Renovated Farmhouse - 4 Bedrooms 2.5 baths

Catskill Region / Big Indian

Big Indian house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$430

Responds fast!
avg. 1 hour 51 minutes

Price per night from

$430

Distance approx 19 km from Roxbury

(2) Very Good 

17

Hunter Mountain House of Hunter

Catskill Region / Hunter

Hunter house

6 12 2 nights min

  • 6 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 mi
  • Child Friendly
“Great Place for our Large Group!” We recently stayed at this house with our large group of 14! There was plenty of room for everyone in this spacious home. We had such a fun time playing pool and enjoying the bar. We especially enjoyed the back deck
…see more

Price per night from

$574

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$574

Distance approx 14.65 km from Roxbury

(1) Excellent 

14

Beautiful apartment with great views!

Catskill Region / Windham

Windham apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$230

Price per night from

$230

Distance approx 18.39 km from Roxbury

24

NEW! 5BR House 1 Mile to Hunter Mountain Chairlift

Catskill Region / Hunter

Hunter house

5 16 2 nights min

  • 5 bedrooms
  • sleeps 16
  • 2 nights min
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$688

Responds fast!
avg. 26 minutes

Price per night from

$688

Distance approx 13.23 km from Roxbury

(1) Very Good 

18

Catskill Victorian Fireplaces/ Hot Tub sleeps 12

Catskill Region / Margaretville

Margaretville house

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$518

Responds fast!
avg. 3 hours 18 minutes

Price per night from

$518

Distance approx 14.21 km from Roxbury

(1) Excellent 

14

Camping by the cows

Catskill Region / Bloomville

Bloomville tented camp

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Child Friendly

Price per night from

$35

Responds fast!
avg. 21 minutes

Price per night from

$35

Distance approx 14.41 km from Roxbury

(8) Excellent 

17

The Shack

Catskill Region / Bloomville

Bloomville bungalow

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$139

Responds fast!
avg. 2 hours 13 minutes

Price per night from

$139

Distance approx 6.64 km from Roxbury

(1) Very Good 

12

Cozy village home in Hobart, New York State

Catskill Region / Hobart

Hobart house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$144

Price per night from

$144

Distance approx 18.28 km from Roxbury

28

Private Home w/Large Deck - 1 Mi From Hunter Mtn!

Catskill Region / Hunter

Hunter cottage

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$316

Responds fast!
avg. 27 minutes

Price per night from

$316

Distance approx 11.36 km from Roxbury

24

CatgaluToo

New York / Arkville

Arkville house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$287

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$287

Distance approx 10.36 km from Roxbury

18

Awesome Log Cabin - 5 miles from Windham

New York / Ashland

Ashland log cabin

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$430

Price per night from

$430

Distance approx 12.07 km from Roxbury

51

Spillian, A Place to Revel

Catskill Region / Fleischmanns

Fleischmanns villa

8 24 2 nights min

  • 8 bedrooms
  • sleeps 24
  • 2 nights min
  • Nearest beach 4 mi
  • Child Friendly
  • Private garden

Price per night from

$1,376

Price per night from

$1,376

Distance approx 19.74 km from Roxbury

21

3 BR Ski in Ski out Condo at The Hunter Highlands

Catskill Region / Hunter

Hunter apartment

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$403

Price per night from

$403

Distance approx 19.72 km from Roxbury

(2) Excellent 

26

Hunter Mountain Hideaway Ski On-Ski Off 4br Condo

Catskill Region / Hunter

Hunter apartment

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly

Price per night from

$459

Price per night from

$459

Distance approx 11.95 km from Roxbury

(24) Excellent 

16

3BR, 4-season Ski House in heart of the Catskills

Catskill Region / Fleischmanns

Fleischmanns house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Ski
“Lovely house and nice owners” Review of vacation rental must start with review on house owner. Colin & Niki are very nice and helpful folks. These guys remind us back and follow up with us to check if we have received the security deposit back. I like
…see more

Price per night from

$173

Responds fast!
avg. 2 hours 37 minutes

Price per night from

$173