Vacation rentals in Gilboa

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Top-rated vacation rentals in Gilboa

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Guest favorite

Apartment in Roxbury

4.88 out of 5 average rating, 110 reviews

Sun-filled Victorian Apartment in the Catskills

Bright and peaceful in the quaint Catskills Mountain village of Roxbury, this two bedroom, one bath apartment with private entrance and porch in a historic Victorian residence is the perfect retreat to relax and explore the peaceful surroundings. Loft-like living room open to an eat-in kitchen. Two double bedrooms. Kitchenette with farm sink, convection oven, and cook top. Full bath with clawfoot tub/shower. Play room/home office. Great closet space. Washer/dryer. TV. Wifi. Private Porch.

Feb 28 – Mar 7

R2,525 ZAR per night

Guest favorite

Home in Prattsville

4.91 out of 5 average rating, 270 reviews

Yanity House

You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

May 8 – 15

R1,830 ZAR per night

Guest favorite

Cabin in Prattsville

4.98 out of 5 average rating, 123 reviews

Alpine Ridge -Cabin w/ Mountain Views & Pizza Oven

Alpine Ridge is set on 3 acres of land, high up on a private road. From the house, you'll see the Bearpen Mountain Range across the valley. We designed and curated our home to be a perfect escape. Though remote, we are close to town for all the essentials: 5 mins to Prattsville, 15 mins from Windham and 25 mins from Hunter. The Catskills are abundant with hiking trails, ski slopes, quaint towns, local events, wedding venues, and farm-to-table restaurants. Follow us on IG: @alpineridgeny

Aug 31 – Sep 7

R6,399 ZAR per night

Guest favorite

Condo in Windham

4.89 out of 5 average rating, 130 reviews

Cozy Mountain hideaway Windham, Hunter

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Jun 29 – Jul 6

R1,800 ZAR per night

Superhost

Cabin in Gilboa

4.9 out of 5 average rating, 160 reviews

Catskills Retreat - Summer deals!

This private, light-filled cabin on 3.5 acres in Gilboa, NY is a perfect secluded retreat for adventurers, families, or groups of friends. Relax while grilling out on the large deck with great mountain views, then start a fire in the wood burner or fire pit, or enjoy the sunset from the hot tub! The cabin is located near Hunter, Windham, and Plattekill ski areas, as wells as Minekill State Park and the Catskill Scenic Trail, and various wedding venues making it a perfect weekend getaway!

Dec 25 – Jan 1

R6,490 ZAR per night

Guest favorite

Home in Gilboa

4.84 out of 5 average rating, 38 reviews

Great for hunters-skiers-hikers close to Windham

The quiet tranquility of mountain nature. Minutes from the Windham mountain ski resort. State land nearby for hunters as well. This one bedroom home has key pad entry, a full kitchen, washer and dryer, dining area, living room, front deck, spacious rear deck, fire pit, acres of back yard, full bathroom, can sleep four with queen size bed and pull out couch, wifi, fire stick tv. All the luxuries of home. This is a fully furnished one bedroom home that was recently converted to an Air BNB.

Jun 22 – 29

R1,860 ZAR per night

Guest favorite

Cabin in Middleburgh

4.9 out of 5 average rating, 279 reviews

Thyme Cottage-Spring Getaway

Our cottage is located in an idyllic mountain setting surrounded by spectacular & breathtaking views. The 7 acre property boasts a serene pond stocked with koi, carp & gold fish that can be viewed from the wrap-around porch. It is conveniently located within close proximity to numerous options for dining and activities such as boating, fishing, hiking, & antiquing at local shops and flea markets. Thyme Cottage is perfect for couples, solo adventurers or anyone looking for tranquility.

Oct 9 – 16

R3,274 ZAR per night

Guest favorite

Home in Roxbury

4.96 out of 5 average rating, 103 reviews

Mountain and tree view cabin on 12 private acres

A great escape awaits you on 12 acres of private land. If you prefer a relaxing vacation or if you want to get involved in local activities (hiking, biking, swimming, skiing, snowshoeing, sledding), this is your place. Enjoy 360 degree views of the Catskill Mountains from almost anywhere on the property. Sip your morning coffee while watching the sunrise on the large deck. Play in the large private yard. Clear evenings are the best for sunsets, a fire pit and star gazing.

May 9 – 16

R3,863 ZAR per night

Guest favorite

Cottage in Gilboa

4.93 out of 5 average rating, 198 reviews

Home Alone Mountain Retreat

The cottage is beautifully located in the small vacation community on the hill with a stunning mountain view from the wrap-around deck. Nature and sport enthusiasts will love the area. Take on the early morning stroll in the woods, wander around the historic villages, take a swim in the pond, enjoy the country roads on the mountain bike, and visit neighboring Windham and Hunter Mountain Resort. The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

Oct 26 – Nov 2

R2,479 ZAR per night

Guest favorite

Tiny home in Lexington

4.95 out of 5 average rating, 297 reviews

Diamond Notch - Mini A-frame, Spectacular Views

The Diamond Notch is a site-specific, passive-house level insulated, off-grid mini A-frame - locally designed & built by the architects in co-operation with Lexington Arts + Science (LA+S). Requires a 5 minute hike in. Bring hiking boots. Micro spikes or snow shoes provided if needed. Yes, there is a cozy propane fireplace inside which provides plenty of heat for cold winter nights. We provide bedding, limited cooking utensils and a fire pit. (no T mobile cell coverage)

Dec 23 – 30

R2,142 ZAR per night

Guest favorite

Apartment in Roxbury

4.93 out of 5 average rating, 212 reviews

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

May 8 – 15

R1,508 ZAR per night

Guest favorite

Cabin in Jefferson

5.0 out of 5 average rating, 429 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Nov 1 – 8

R1,981 ZAR per night