House vacation rentals in Olive

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Top-rated house rentals in Olive

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Top guest favorite

A spacious house designed in an A-frame style is set within a lush forest. The exterior features large windows and a wraparound deck, surrounded by tall trees and vibrant greenery, creating a serene atmosphere. A pathway leads through the grass towards the entrance.

Home in North Blenheim

4.92 out of 5 average rating, 112 reviews

Think Summer! Hike, Hot Tub, or Relax by the Fire!

Large house perfect for groups & entertaining surrounded by 11 acres near 3 skiing resorts, hiking, state park & more. HUGE WRAP DECK & HOT TUB. 3 Bedrooms & large open loft. Plenty of entertainment space inside & out on 2 floors. New Wood stove, Hi speed WIFI, 2 large TVs, free Prime, Netflix, WII console and plenty of games. Lots to do, day and night inside and out! Beautiful retreat to relax & have fun! Primary and most guests must be over 25 years old,unless family traveling with children.

Top guest favorite

A spacious retreat is seen from above, featuring a large deck with seating and modern design elements. Surrounding foliage displays vibrant autumn colors, while a gravel pathway leads to the house. The serene landscape emphasizes the property's natural setting.

Home in Round Top

4.96 out of 5 average rating, 195 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Guest favorite

A two-story home is depicted featuring a stone chimney and large windows, allowing natural light to fill the interior. A wrap-around deck encircles the house, complemented by a well-maintained lawn and nearby trees, providing a peaceful outdoor setting.

Home in Athens

4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favorite

Home in Kingston

4.92 out of 5 average rating, 251 reviews

This New House Two

Custom built new home built purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

Top guest favorite

The exterior of a two-family house is shown, featuring red siding and multiple large windows. A driveway lined with small gravel leads up to the property, with glimpses of the Hudson River visible in the background. The upper deck offers an outdoor space with seating.

Home in Beacon

4.97 out of 5 average rating, 378 reviews

River & Mtn Views - Jacuzzi - near Metro North

Panoramic Hudson River and Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. Walk to Main Street. (Or ride one of the house bikes!) Watch the sun go down over the Hudson River from the Jacuzzi (or the outdoor shower) at this prime location. My kitchen is fully equipped with more than just basics. Also, Weber grill out on the deck is hooked to gas line. Includes Linens, Towels & Toiletries. House also has Iron, Ironing Board and Hair Dryer.

Guest favorite

A charming front porch features white railings and vibrant blue accents. Lush flower beds filled with colorful blooms surround the porch, while a red car is parked nearby. Well-maintained greenery adds to the inviting appearance of the home.

Home in Athens

4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

Guest favorite

An open dining area features a large, rustic wooden table surrounded by soft, upholstered chairs. Natural light filters through the windows, highlighting a potted plant at the center. In the background, a cozy seating area includes a blue armchair and decorative artwork on the walls.

Home in Catskill

4.94 out of 5 average rating, 109 reviews

Catskill Village House close to dining shops

New for winter 2025 outdoor heated igloo. Quiet street with private parking. Large outdoor deck. Close to Hudson, Hunter and Woodstock. Nearby skiing and hiking. Windham and Hunter ski areas. And north lake. Numerous restaurants, breweries cafes in the bustling Village of Catskill. Short walk to Hudson River and two waterfront parks Need more space. Property is adjacent to https://www.airbnb.com/h/studiocatskillvillage https://www.airbnb.com/h/catskillwaterviewhouse

Superhost

A secluded riverfront cabin surrounded by lush greenery is showcased. The sturdy wooden deck features outdoor seating, overlooking the river. A stone pathway leads visitors towards the entrance, framed by tall trees and vibrant grass, creating a tranquil setting in nature.

Home in Middletown

4.9 out of 5 average rating, 129 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Superhost

Home in Swan Lake

4.9 out of 5 average rating, 438 reviews

In the clouds your cozy- lake house

Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery

Guest favorite

A modern kitchen features a central island with seating for four, complemented by sleek black bar stools. Open shelves display dishware and kitchen essentials, while stainless steel appliances enhance functionality. Natural light floods in through large windows, illuminating the crisp white cabinetry and light wood accents.

Home in High Falls

4.95 out of 5 average rating, 292 reviews

Stunning renovated house in the Hudson Valley

enjoy a peaceful get away at this newly renovated private home in the hudson valley . nestled next to a beautiful cliff the house is just minutes away from mohonk perserve and the hudson valley rail trail with access to over 1000 miles of groomed hiking trails. spend your days hiking, biking and rock climbing or choose to stay in and relax on the hammock or in the screened in porch. just a 1 mile drive to the quaint town of high falls.

Top guest favorite

A living room features a leather sofa and a wooden coffee table, surrounded by colorful artwork on the walls. Natural light fills the space through two windows, revealing a warm wood ceiling. A rocking chair and patterned rug add comfort to the inviting atmosphere.

Home in Woodstock

4.98 out of 5 average rating, 219 reviews

Sweeping mountain views in Woodstock, NY

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli.

Guest favorite

A charming farmhouse is nestled among lush trees, featuring a mix of white siding and red brick accents. The inviting entrance is framed by greenery, while a spacious yard provides a serene setting, perfect for relaxation and exploration.

Home in Craryville

4.92 out of 5 average rating, 235 reviews

The City Farmers Upstate. Farm house with hot tub

Beautiful farm house in Columbia County, Less than 2 hours from NYC. 4 bedrooms ,an office that can convert to having 2 twin beds, and a gorgeous dining room. Can sleep up to 10 people. The house is surrounded by 9 acres of beautiful land with a creek. Located in the beautiful Columbia County. Nearby the town of Hudson. 10 min to Lake Taghkanic, 15 min to Catamount Ski

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What guests are saying

Modern Glass House

4.75 out of 5 average rating, 60 reviews6 months ago

This was our second time staying in this special house. Waking up in the cozy bed and feeling like you are sleeping in the beautiful woods with deer just outside the giant expansive windows is really something. The property and surroundings are gorgeous, private and serene. The house itself is perfect for our family. The bedding and linens are quality. The space is charming and magical.

Home in Hudson

What guests are saying

Narrowsburg House with Breathtaking Mountain Views

4.96 out of 5 average rating, 89 reviews2 months ago

Little slice of heaven in the Western Catskills! This home was a perfect long-weekend escape from the hustle of city life—absolutely spectacular views, lovely fireplace, well-stocked kitchen, and that perfect combination of spacious/airy and cozy. Amazingly well-outfitted for kids with plenty of toys & books, and we had fun in the snow in the yard. It was fairly blustery and wet out much of the weekend, so we spent most of our time inside but never felt cooped up.

Home in Narrowsburg

What guests are saying

Spacious, Quiet 4 Bedroom + All Season Hot Tub

4.98 out of 5 average rating, 64 reviews3 days ago

My family had a fabulous 4 night stay at Tina’s place! There was plenty of space to lounge around and we all enjoyed the hot tub. We were a short drive to so many restaurants, farms, breweries and hiking spots. Tina responded immediately every time we asked a question. Would definitely stay here again!

Home in New Paltz

What guests are saying

Modern 4 season lakefront rental

5 out of 5 average rating, 20 reviews6 months ago

An amazing house for a family stay in the Catskills area. Antonia has designed a beautiful home, with so many unique retro nods and details. The basement is an awesome additional space for everyone to hang out in. The backyard set up is also great- with easy access to the hot tub and a few steps to the lake. 15 min drive to great restaurants and things to do-Loved our stay here!

Home in Athens

What guests are saying

Modern Mountain House 5Bd/3Ba, HotTub, 4 Season rm

4.92 out of 5 average rating, 62 reviews3 months ago

Perfect place to ring in the new year! Super comfy house with lots of space in a gorgeous setting. Very close to skiing and the town of Windham has amazing running/hiking trails super close. Hot tub was the perfect end to the day. Will definitely be back!

Home in Hensonville

What guests are saying

1st Class Rentals-#1 Location for Baseball Parents

4.89 out of 5 average rating, 28 reviews8 months ago

Great location - easy to walk to the main strip that has restaurants. Short drive to gas, DD, bigger chain restaurants, grocery stores, etc. Small park few blocks away for the kids to play wiffle ball. Plenty of parking by the house. Easy drive to All-Star Village. House is equipped with everything you need. The house has beautiful stained glass windows and a lot of "old charm" to it. Lovely front porch to sit outside and enjoy coffee. But expect older appliances, flooring, cabinets, drawers, furniture, windows, bedding, etc. Everything was in working condition. House is spacious and easily accommodated us. We enjoyed our stay very much. Dave made it very easy, provided an early check in which was very helpful to get settled before the ASV parade. One of the families who has a younger son (who hopes he will also play at ASV in the future) already said she would book here again! Thanks Dave!

Home in Oneonta

What guests are saying

Mountain house + studio

5 out of 5 average rating, 6 reviews3 months ago

My friends and I had a lovely stay in Sarah’s home to bring in the new year together. Sarah was very kind, attentive and responsive! Check in was seamless and the home was just as pictured. A great well equipped & cozy space overall. great location as well and would def recommend to others. thank you sarah!

Home in Elka Park

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