
Holiday rentals with outdoor seating in Olive
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Top-rated Holiday Houses with Outdoor Seating in Olive
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

The Berkshires Mountain Terrace LUX Home Sleeps 7
This was a beautiful and well kept home and was a delight to stay in. Natalia was also a lovely and communicative host. We had no issues and would happily stay there again.

Delaware Valley Escape w/Wood Stove and Hot Tub
Our stay at Marcel’s was amazing. Everything looked exactly as posted and described. Marcel sent very thorough information and instructions for use of everything. The beds were truly the most comfortable beds ever! We had the best sleep. There was so many items in the kitchen to use and condiments in fridge etc. The wood burning stove was the perfect part to the weekend. We didn’t use the hot tub but it looked beautiful. We did notice mice droppings around the house, mostly in the kitchen but we were made aware of that prior. We just made sure to keep all food away- no issue there! Our two dogs enjoyed the stay as well.

Cooper Creek
Cooper Creek was above and beyond what we expected for our weekend stay. Eileen was an exceptional host in every way. She has just about every amenity for a family stay you could think of, plenty of space for everyone and a very cozy aura. She even made homemade muffins and bread for us. I have stayed at many airbnb’s and this one is by far top notch and one of my favorites!

Serene Country home 24 mi Mohawk ski area
A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries

“Spectacular Mountain Views with Tranquility”
Beautiful home! Very convenient to Windham mountain/town. We would definitely stay again

Mountain and tree view cabin on 12 private acres
The home was very attractive and comfortable. There is a great flow between the entry, living areas, kitchen, bedrooms, etc. We loved the decor and plants and special touches. And the access to outdoors was amazing. Such beautiful and fabulous views.

The Gatehouse at Raspberry Ridge
If your looking for a great quiet stay while visiting Hudson or other local places this home is it. Very clean, super dog friendly. Close to the highways and hidden enough to really be apart of nature.

Spacious Mtn House | Ski, Hike, Eat, Shop | Hunter
Rachel's house is ideally located off the main road in Tannersville, close to downtown and 10 minutes from Hunter mountain. It's spacious, squeaky clean, modern, perfect for a group. We were two families with kids ages 4 to 11 and appreciated the 3 beds, 3 baths, washer/dryer and open communal room layout. Rachel was very responsive and check out instructions easy to follow.
Apartment rentals with outdoor seating

Mountain View Apartment
We have stayed here more times that I can count. Bob and Jacki's place is a great get-away. Comfortable, cozy and so clean and well stocked for a longer stay. If you see how many times I left a glowing review you will see I mean it since we keep coming back. It is our go to spot when staying in the Catskills. Thank you as always, Bob and Jacki!!

Saugerties Village home with great backyard!
The unit had 2 bedrooms and was clean and uncluttered and worked well for our family of 3 adults and 2 young dogs. Though we didn’t use it there was a nice fenced in patio out back. The kitchen was nicely appointed. All in all the unit met our needs and expectations for a last minute short stay. Our host, John, was responsive with any questions we had. We would stay here again.

3 beds, Backyard, Front Porch, Central Air
had a great time here while a group of us did the Breakneck Trail Race! quiet and clean and an very short walk to town for restaurants and coffee.

Homey Haven:Inviting Airbnb Suite with kitchen
Nichole’s place was a great stay in New Paltz. The location was perfect and she was super responsive when needed!

2 bedroom / Office - HEPA Air Purifier
Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.

Yellow House one bedroom
This was just what I needed for my first trip to Mohegan Lake! Quiet neighborhood. Cozy bed. Great water pressure. I’ll definitely be booking again if I come back to this cute little town.

2BR|2 Queen Beds|Balcony|Parking|Strong Wifi
This is the best Airbnb I have stayed in Poughkeepsie and overall in New York State. The place is very clean , it was recently refurbished , has good equipment for cooking, it is spacious. The parking is easy and convenient. Check in was smooth. Owners are responsive. Very strongly recommend it.

Just Around The Corner
Our stay here was amazing. It’s so beautiful and peaceful. I will absolutely recommend it to my friends and I would love to stay here again in the future.
Condo rentals with outdoor seating

Trailside At Hunter-Phase II-Hunter NY
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
An excellent place to stay for a ski trip. Perfect location right at the base. Wonderful building with a great pool and hot tub. Excellent for a great ski vacation!

Cozy West Point Hide Away and Cadet’s Get Away
The basement studio is super clean and well finished with a very comfortable bed. We stayed for a few days while visiting our cadet and the location is great. Nice quiet neighborhood, too.

Lothbrok - on Main Street
Mary’s place is nice and clean, right in the center of town. Walkable to restaurants and coffee shops. Without going into details, I’m touched by her responsiveness to me during my stay – a true life champion! Very best wishes to you, Mary :D Thank you for the recommendations and great hospitality. Cheers~

Hunter Mountain 2BR Condo - Steps to Slopes!
This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

Trailside Tranquility at Hunter Mountain
Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.

Perfect Catskills hiking getaway with fireplace
Wonderful, clean, spacious condo 5 min walking to the slopes. Our family had a great time. Renate is a wonderful host, very responsive and helpful. Would love to stay again!

Slopeside Condo with wood fireplace
Poornima’s place was exactly as described , everything was clean and well maintained , perfect for 3 guests for a weekend at Hunter. Only 3 minutes from the mountain was great! Would definitely stay again!
Quick stats about holiday rentals with outdoor seating in Olive
Total rentals
140 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
20 properties have a pool
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Windham Mountain
- Bethel Woods Center for the Arts
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Zoom Flume
- Opus 40
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Villa Roma Ski Resort
- Kent Falls State Park
- Mount Peter Ski Area
- Thaddeus Hait Farm
- Plattekill Mountain
- Bull's Bridge Golf Club