Hotels in Olive

Best Olive Hotels

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7 Best Hotels to Stay in Olive

Trip.com brings you a curated list of top accommodations in Olive, complete with reviews, price insights, and amenity highlights, making it easy to find the perfect place to stay.
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Lily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir Hotels in Olive
Lily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir Hotels in OliveLily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir Hotels in OliveLily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir Hotels in OliveLily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir Hotels in OliveLily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir Hotels in OliveLily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir Hotels in Olive
11
Hotels in Olive
Hiking
Wi-Fi in public areas
Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or couple’s Catskill getaway!Situated in a quiet hamlet, nights in are lit by starlight and serenaded by peepers. Perfectly hemmed in by the Ashokan reservoir, hiking, and the rail trail. The interior features a mix of vintage furnishings along with modern comforts. Up to a 25 minute drive takes you to Rosendale, Stone Ridge, Kingston or Woodstock for shops, breweries & excellent dining options.One bedroom with a new queen sized bed, space to store your luggage and unpack, a full bathroom with shower, tub and a washer/dryer.A complete kitchen with microwave, basic spices and cookware. Town of Olive Registration # STR-22-23This is a rural area with no delivery and 15 minutes to the nearest grocery store, so stock up with your favorite things to make, as we have plenty of room for your groceries and farm fresh eggs.This sweet cottage sits on the same property as our house, with a gated yard and outdoor seating. We are a great jumping off point to explore nature summer through winter, so many amazing upstate destinations to get lost in.We have two dedicated parking spaces available for guests.7 day rentals are discounted 10 %, 14 day rentals are discounted 15%, and rentals longer than 20 days are discounted 20%.About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit one pet total).Dogs cannot be left unattended inside or outside..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Two adults only overnight, unless host approved..Enjoy the peaceful evenings, please observe quiet time from 10pm-8am,No fence is dog proof. We also have lilies and other flowers which you would not want your dog to get into. Please do not leave your dog unattended to.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
10.0/10
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West Wing - a unique private space w/patio Hotels in Olive
West Wing - a unique private space w/patio Hotels in OliveWest Wing - a unique private space w/patio Hotels in OliveWest Wing - a unique private space w/patio Hotels in OliveWest Wing - a unique private space w/patio Hotels in OliveWest Wing - a unique private space w/patio Hotels in OliveWest Wing - a unique private space w/patio Hotels in Olive
8
Hotels in Olive
Hiking
Wi-Fi in public areas
About this spaceThis unique studio space with private entrance is a recent addition to our charming home, located on a quiet private road in the village of Shokan. Situated within minutes of the Ashokan Rail Trail, this bike and walking trail offers dramatic vistas of the Ashokan Reservoir.Woodstock & Phoencia with their stores, galleries and restaurants are only 15 minute drives . Local recreation includes hiking trails, kayaking and for those looking for relaxation there are renowned spas.The spaceOil paintings line the walls of this recently built self contained wing of a 1930's home. Guests have their own private entrance, full bathroom and patio deck with outdoor area. Facilities include sink, mini fridge, coffee machine and microwave. For those traveling with a child a low single bed can be available.Guest accessGuests have access to their own 350sq ft studio space, designated parking and outdoor areaAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Amazing
19 reviews
9.6/10
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Catskills Retreat on 10 Acres w/ Private Creek Hotels in Olive
Catskills Retreat on 10 Acres w/ Private Creek Hotels in OliveCatskills Retreat on 10 Acres w/ Private Creek Hotels in OliveCatskills Retreat on 10 Acres w/ Private Creek Hotels in OliveCatskills Retreat on 10 Acres w/ Private Creek Hotels in OliveCatskills Retreat on 10 Acres w/ Private Creek Hotels in OliveCatskills Retreat on 10 Acres w/ Private Creek Hotels in Olive
42
Hotels in Olive
Our quiet little slice of the Catskills is the perfect retreat! Located on 10+ wooded acres with private creek access. 3 level home: top floor has the main bedroom with queen bed and private deck, a second bedroom with a queen bed and a shared bathroom. Middle floor has full kitchen, dining room and cozy couch by the fireplace as well as second bathroom. Lower level has a bedroom with a queen bed, a kid's room with 2 twin beds, big comfy couch, TV and a washer/dryer.The spaceA private outdoor shower with hot water, two firepits and an indoor fireplace (with complimentary firewood). Plenty of shallow areas for kids to safely play in the creek as well a playground to keep them occupied within eyesight. Three exterior decks allow ample views of nature. Plenty of books, toys, games and activities for all ages. Home is privately situated without a neighbor in sight!Guest accessThe entire home and property are yours to enjoy!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
3 reviews
10.0/10
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Catskills Family Hideaway Hotels in Olive
Catskills Family Hideaway Hotels in OliveCatskills Family Hideaway Hotels in OliveCatskills Family Hideaway Hotels in OliveCatskills Family Hideaway Hotels in OliveCatskills Family Hideaway Hotels in OliveCatskills Family Hideaway Hotels in Olive
52
Hotels in Olive
Hiking
Wi-Fi in public areas
Our beautiful home in Olivebridge combines the coziness of a cabin in the woods with the roominess and modern amenities of a large family home. A big house with modern amenities that’s as cozy as a cabin in the woods! It’s a perfect base for exploring the Catskills and Hudson Valley, minutes from Ashokan reservoir, or a short drive to Woodstock, Kingston, and scenic nearby towns. Our 3-BR, 2-bath house is set back from the road, surrounded by nature with privacy in every direction. Huge living area with projector, well-equipped kitchen, a large yoga/WFH space, plus acres of outdoor space with a hammock and fire pit, BBQ, and large deck.Enjoy full privacy with no neighbors in sight. The house is on almost 7 acres of land full of trees. The bedrooms are spacious with queen beds in every room, the master bedroom being especially large. Every room has large windows with forest views all around, with blackout curtains for the early morning sleep-ins.The main floor has a huge open living space with soaring high ceilings and exposed beams: there's a kitchen area with a brand new fridge and marble topped island, a dining area with a large rustic table and modern chairs that comfortably seats 8, a cozy fire place and music area, and an area with a large leather couch to relax, hang, and watch movies via the projector.The lower floor showcases a large open space with a big table and chairs for playing games or working from home, a reading corner, plus a large floor space for yoga, etc. The large bath downstairs has a separate bathtub and a tiled open shower area with forest views.Outside there is a large BBQ grill on the deck, as well as a double hammock and a fire-pit, plus there are a couple of cornhole boards available for extra outdoor fun!IMPORTANT FOR WINTER MONTHS: Four-wheel drive needed!One of the best parts of this property is that its secluded atop a tall ridge. However, the driveway is long and a bit steep in some areas, so we HIGHLY recommend you have a 4WD vehicle if visiting during a time that there may be snow. (We have a plow come asap after any snows, but it can still be slippery. UPDATE: WE NOW HAVE A NEWLY PAVED DRIVEWAY)Registration #: STR-23-25About pets:Pets allowed: less than 20 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No shoes inside is recommended No smoking inside.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10.0/10
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Charming 2-bedroom cottage on private 4 acres with modern amenities Hotels in Olive
Charming 2-bedroom cottage on private 4 acres with modern amenities Hotels in OliveCharming 2-bedroom cottage on private 4 acres with modern amenities Hotels in OliveCharming 2-bedroom cottage on private 4 acres with modern amenities Hotels in OliveCharming 2-bedroom cottage on private 4 acres with modern amenities Hotels in OliveCharming 2-bedroom cottage on private 4 acres with modern amenities Hotels in OliveCharming 2-bedroom cottage on private 4 acres with modern amenities Hotels in Olive
20
Hotels in Olive
Wi-Fi in public areas
Your home away from home in Olivebridge, this charming cottage provides historic features, stunning views and serene privacy along with modern amenities, making your stay comfortable and memorable. Built in 1790 and fully renovated in 2015, this historic farmhouse is set on four private acres at the foothills of the Catskills. Enjoy the serenity of the extensive lawns, explore the woods that lead up to High Point mountain, or venture out to experience all that the region has to offer. Within close proximity to popular and historic NY towns such as Kingston, Woodstock and Stone Ridge, as well as ski mountains at Belleayre and Hunter, and just two hours from NYC, making this the perfect, secluded, four season retreat. The spaceThe two bedrooms upstairs have queen beds, brand new linens, built-in closets and whisper-quiet heating and air-conditioning. The shared bathroom features a clawfoot tub.Downstairs, the living room is a perfect place to read, play games and relax. The second living room (the "log room") features an original exposed log wall from 1790, as well as a wood-burning stove, double sofa bed and smart TV.The fully-stocked chef's kitchen includes a 36" Wolf range, dishwasher and breakfast bar, and leads into the dining room that can seat eight people, and opens out onto the rear deck with view over the creek and orchard.The house is historic, but fully renovated and newly furnished - combining original architectural details with state-of-the-art amenities, including:- Newly installed air-conditioning upstairs and downstairs.- Seven-stage water whole-house water filtration system- Washing machine and drier- Jotul wood-burning stove (and firewood supply).- Reliable, high-speed wi-fi- Smart TV (with built-in Netflix, Hulu, HBO etc).We can't wait for you to experience HighPoint House.About pets:Pets allowed: dogs and cats (limit 2 total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
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Hotel Dylan Hotels in Olive
Hotel Dylan Hotels in OliveHotel Dylan Hotels in OliveHotel Dylan Hotels in OliveHotel Dylan Hotels in OliveHotel Dylan Hotels in OliveHotel Dylan Hotels in Olive
22
Hotels in Olive
Private parking
Gym
Wi-Fi in public areas
With a stay at Hotel Dylan in Woodstock, you'll be next to a golf course, just steps from Catskill State Park and a 4-minute drive from Ashokan Rail Trail- Woodstock Dike Trailhead. This golf motel is 11.7 mi (18.9 km) from Catskill Mountains and 19 mi (30.5 km) from Bard College. Enjoy the recreation opportunities such as a seasonal outdoor pool or make use of other amenities including complimentary wireless internet access. Enjoy a meal at the restaurant or snacks in the motel's coffee shop/cafe. Mingle with other guests at the complimentary reception, held daily. Wrap up your day with a drink at the bar/lounge. The front desk is staffed during limited hours. Free self parking is available onsite. Stay in one of 10 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers with rainfall showerheads and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards.
Great
45 reviews
9.0/10
1 night
From €179
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Emerson Resort & Spa Hotels in Olive
Emerson Resort & Spa Hotels in OliveEmerson Resort & Spa Hotels in OliveEmerson Resort & Spa Hotels in OliveEmerson Resort & Spa Hotels in OliveEmerson Resort & Spa Hotels in OliveEmerson Resort & Spa Hotels in Olive
67
Hotels in Olive
Outdoor swimming pool
Spa
Gym
With a stay at Emerson Resort & Spa in Mount Tremper, you'll be on a river, just steps from Emerson Place Kaleidoscope and a 4-minute drive from Catskill Mountains. This spa hotel is 11.6 mi (18.7 km) from Karma Triyana Dharmachakra Monastery and 13.1 mi (21.1 km) from Woodstock Golf Club. Relax at the full-service spa, where you can enjoy massages. You can take advantage of recreational amenities such as a 24-hour fitness center and a seasonal outdoor pool. Additional features at this hotel include gift shops/newsstands and a picnic area. Satisfy your appetite at The Catamount, a restaurant which features a bar/lounge. Dining is also available at the coffee shop/cafe. Cooked-to-order breakfasts are served on weekdays from 8:00 AM to noon and on weekends from 8:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk, a library, and ATM/banking services. Event facilities at this hotel consist of a conference center and a meeting room. Make yourself at home in one of the 3 air-conditioned guestrooms. Cable television is provided for your entertainment. Private bathrooms with separate bathtubs and showers feature rainfall showerheads and hair dryers. Conveniences include safes and coffee/tea makers, as well as phones with free local calls.
49 reviews
7.5/10
1 night
From €260
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Hasbrouck House Hotels in Olive
Hasbrouck House Hotels in OliveHasbrouck House Hotels in OliveHasbrouck House Hotels in OliveHasbrouck House Hotels in OliveHasbrouck House Hotels in OliveHasbrouck House Hotels in Olive
99+
Hotels in Olive
Outdoor swimming pool
Hiking
Sauna
Located in Stone Ridge, Hasbrouck House is in a rural location, within a 15-minute drive of Mohonk Golf Course and Catskill State Park. This hotel is 8.2 mi (13.1 km) from Minnewaska State Park and 9.1 mi (14.7 km) from Mohonk Lake. Enjoy recreational amenities such as a sauna and a seasonal outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, wedding services, and a fireplace in the lobby. Enjoy a satisfying meal at Butterfield Restaurant serving guests of Hasbrouck House. Wrap up your day with a drink at the bar/lounge. Cooked-to-order breakfasts are available daily from 8:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk and coffee/tea in a common area. Free valet parking is available onsite. Make yourself at home in one of the 19 individually decorated guestrooms, featuring minibars and espresso makers. Your bed comes with down comforters and Frette Italian sheets. 42-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms have designer toiletries and hair dryers.
Very Good
34 reviews
8.7/10
1 night
From €400
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The Herwood Inn Hotels in Olive
The Herwood Inn Hotels in OliveThe Herwood Inn Hotels in OliveThe Herwood Inn Hotels in OliveThe Herwood Inn Hotels in OliveThe Herwood Inn Hotels in OliveThe Herwood Inn Hotels in Olive
99+
Hotels in Olive
Golf course
Skiing
Hiking
When you a stay at The Herwood Inn in Woodstock, you'll be in the mountains, just steps from Catskill State Park and The Comeau Property. This luxury guesthouse is 11.4 mi (18.4 km) from Catskill Mountains and 28.5 mi (45.8 km) from Hunter Mountain. Take advantage of recreation opportunities such as a hot tub or take in the view from a terrace and a garden. Additional amenities at this guesthouse include complimentary wireless internet access and gift shops/newsstands. Free self parking is available onsite. Make yourself at home in one of the 4 individually decorated guestrooms, featuring kitchenettes. Your memory foam bed comes with Egyptian cotton sheets. 32-inch Smart televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms with shower/tub combinations feature deep soaking bathtubs and rainfall showerheads.
Amazing
49 reviews
9.6/10
1 night
From €135
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Morning Glory B n B Woodstock NY Hotels in Olive
Morning Glory B n B Woodstock NY Hotels in OliveMorning Glory B n B Woodstock NY Hotels in OliveMorning Glory B n B Woodstock NY Hotels in OliveMorning Glory B n B Woodstock NY Hotels in OliveMorning Glory B n B Woodstock NY Hotels in OliveMorning Glory B n B Woodstock NY Hotels in Olive
20
Hotels in Olive
Skiing
Horse riding
Gym
MORNING GLORY B&B provides flawless service and all the necessary facilities for visitors.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit.When arriving by car, you'll be grateful for the on-site complimentary parking at hotel. To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire hotel.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure your satisfaction, certain rooms in the hotel come fitted with linen service for a more pleasant stay. Within specific rooms, a refrigerator and a coffee or tea maker is conveniently available for your use. You'll be pleased to know that select guest bathrooms offer bathroom amenities such as a hair dryer, ensuring a comfortable stay. Each day, arise to a delightful complimentary morning meal at Morning Glory B n B Woodstock NY.
Very Good
8.4/10
1 night
From €163
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