NEW: Oaklands Near Shawangunk Mountains

Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Oaklands.

Tucked into the woods just outside New Paltz, Oaklands is a charming, completely renovated A-frame cabin with a wonderful sense of being away from it all — while still putting you just minutes from some of the Hudson Valley’s best restaurants, cafés, shops and outdoor adventures.

There is something particularly special about the way Oaklands sits among the trees. The house feels a little like a treehouse, especially from the beautiful deck, where an enormous oak tree grows right up through the center. Gather here for morning coffee, an afternoon glass of wine, or dinner beneath the trees.

Inside, the house has been completely refurbished, with new kitchens and bathrooms and a warm, comfortable style that makes it equally well suited to a family getaway, a weekend with friends, or a peaceful escape for two.

There is also a wonderful artistic connection between Oaklands and the landscape that surrounds it. The home is owned by a renowned fine-art nature photographer, and her work — inspired by the Shawangunk mountains and the intricate beauty of the natural world around them — is displayed throughout the house. Look closely and you’ll find photographs of weathered trunks, twisting vines, rock formations and the quiet details of the landscape, adding another beautiful way to experience the place you’ve come to explore.

One of Oaklands’ most thoughtful features is its lower-level guest suite. It has its own private entrance and includes a bedroom, full bathroom with shower, comfortable living room with a working fireplace, kitchenette and refrigerator. While it is connected to the rest of the house, it offers a wonderfully private retreat for guests who may appreciate a little separation from the main living areas. It can be particularly useful for multigenerational stays, giving grandparents or older family members the option of having a bedroom and bathroom without navigating the stairs to the main level. It is also a lovely arrangement for parents traveling with a baby who may want a quieter place to retreat to, or simply for anyone who enjoys having a little private space within a larger group.

The main level is where everyone naturally comes together, with an open living and dining area, a beautiful new kitchen, two bedrooms and a full bathroom with a tub/shower combination. The living room has its own fireplace, making this an especially cozy house in cooler weather. Above it all is the open mezzanine level — a fun, relaxed space overlooking the living room, with a TV and games. It’s the perfect spot for kids to disappear to for a while, or for everyone to gather for a movie or game night.

Families are especially welcome at Oaklands. Along with a Pack ’n Play, highchair, children’s dinnerware, books, toys, puzzles and games, we’ve added a number of thoughtful touches to make traveling with little ones easier.

And when you arrive, you’ll find Good Morning, Upstate, our complimentary first-day breakfast, waiting for you.

Perhaps the best part of Oaklands, though, is where you’ll find it. You are just about two miles from the heart of New Paltz, close enough to head into town whenever you feel like a great dinner, coffee or a wander through the shops. Yet in the opposite direction, you are quickly immersed in the extraordinary natural beauty of the Shawangunks, with Minnewaska State Park Preserve and Mohonk Preserve nearby and miles of spectacular trails, cliffs, forests, lakes and waterfalls to explore.

So whether you’re coming for a family vacation, a weekend of hiking and exploring, a birthday celebration with friends, or simply a few quiet days in the woods, Oaklands offers that increasingly rare combination: a beautiful private retreat surrounded by nature, with everything you could want just a short drive away.

FEATURES & AMENITIES
• Comfortable open-plan living, dining and kitchen
• Dining table seating for 6
• Ground level private suite, perfect for seniors
• TV in the loft
• High-speed Wi-Fi

OUTDOOR FEATURES
• Tree level deck with seating
• BBQ grill, propane provided
• Outdoor dining area
• Large lawn perfect for family fun
• Parking for up to 6 vehicles

FAMILY FRIENDLY
• Pack `n Play with bedding
• Highchair
• Children`s plates, bowls, cups and utensils
• Toys, books, puzzles and games
• Infant bath and toddler spa bath

ACCESSIBILITY
We are committed to making every stay accessible and comfortable for everyone. We offer a variety of accessibility accessories, including ramps, shower seats, chairs etc. available at no charge. Please contact us, and we’ll gladly provide a link to where you can request these items. This house has a lower ground level bedroom and bathroom with a private entrance, but does have stairs from the walkway to the front door and thirteen steps to the upper level.

PET FRIENDLY
This home is a proud member of our HosPAWtality Collection - designed so your furry companion enjoys a PUPgraded vacation experience too, with these amenities just for them. We only accept dogs, please see fees below.
• Dog bed
• Bowls
• Toys
• Shampoo
• Floofie first-aid kit

STAFF, SERVICES & ADDITIONAL FEES
Available with advance notice:
• Firewood pre-order $25 / 12 logs
• Pet fee, per pet per stay $100
• Mid-stay housekeeping refresh $125
• Pantry and wine pre-stocking $100
• Guaranteed early check-in (12pm) $50
• Guaranteed late check-out (3pm) $50
• Early check-in and late check-out together $80

LAYOUT
Three Level Home
Ground terrace floor level has a bedroom, full bathroom with shower, kitchenette and living room, private entrance and laundry room.
Main mid level has the living room, dining area, kitchen, two bedrooms and a hallway bathroom with tub / shower combo and deck access.
Upper open loft level has TV and game area

BEDROOMS AND BATHROOMS
Main Upper Level
• Bedroom 1 - King bed
• Bedroom 2 - Queen bed
• Bathroom 1 - Hallway bathroom with tub /shower combo
Lower Terrace Level
• Bedroom 3 - Queen beds
• Bathroom 2 - hallway access with shower
• All bathrooms supplied with Public Goods products (shampoo, body wash, cotton balls, q-tips)

LOCATION
Points of Interest
• 2 miles to Main St New Paltz
• 5 miles to Minnewaska State Park Preserve
• 5 miles to Wildflower Farms, Auberge Collection
• 8 miles to Mohonk Mountain House
• 8 miles to Twin Star Orchards
• 11 miles to Kerhonkson
• 14 miles to INNESS
• 19 miles to Culinary Institute of America

SKI ACCESS
• 49 miles to Belleayre Mountain
• 49 miles to Hunter Mountain
• 66 miles to Catamount Mountain Resort
• 68 miles to Windham Resort

AIRPORTS
• 23 miles to Stewart International (SWF)
• 72 miles to Teterboro (TEB)
• 80 miles to Westchester (HPN)
• 84 miles to Albany International (ALB)
• 93 miles to Newark Liberty (EWR)
• 104 miles to John F. Kennedy (JFK)

PLEASE NOTE:
RENTAL AGREEMENT:
Our insurance, local permitting, and licensing require all guests to sign a rental lease agreement. This will request your full name, email, and contact phone number and must be completed within 48 hours of booking (or immediately for same-day reservations).

CANCELLATION & TRAVEL INSURANCE:
For added peace of mind, we strongly recommend purchasing travel insurance, either through the OTA at checkout or via a third party. Travel insurance may provide reimbursement for covered events such as illness, delays, work conflicts, or weather-related disruptions. Please confirm coverage details directly with your provider. We are unable to offer cancellations, trip changes, or refunds outside of our stated cancellation policy and will refer guests to their travel insurance if plans change. Our goal is for you to enjoy a smooth, stress-free stay.

UTILITY OUTAGES:
Upstate New York’s weather and tree-lined landscape (with primarily overhead power lines) can occasionally lead to outages. We do not assume responsibility for interruptions to electric, water, or Wi-Fi service and do not issue refunds for outages. Emergency supplies are provided. If an outage exceeds 8 hours, we will allow a cancellation without penalty.

WEATHER & WINTER CONDITIONS:
Winter may bring snow, ice, and hazardous driving conditions. AWD or 4WD vehicles are strongly recommended, and tire chains may be advisable during storms. Driveways are typically plowed at 3”+ accumulation, though exact timing cannot be guaranteed due to weather and limited crew accessibility.
Snow shovels and pet-safe salt are provided. This driveway is on a sloped grade incline and requires care to navigate.

TRAVEL INFO:
As we do not provide weather-related refunds, we recommend monitoring conditions through 511NY, New York State’s official real-time system for traffic, road closures, and weather updates via phone, web, or app.

ANIMALS, PESTS & BUGS:
This is a rural property surrounded by farms, woods, and wildlife. You may see deer, eagles, bears, chipmunks—or hear coyotes and foxes at night. As with any countryside setting, insects and small wildlife (including mice, flies, ants, bees, snakes, and ticks) may be present. Keeping doors closed and food properly stored helps prevent unwanted visitors. Tick repellents (Tick Wise, Repel, or OFF) are provided, and all homes receive routine pest control. However, complete prevention in a natural environment is not possible.

PRIVACY & MAINTENANCE:
Guests have full access to the property except for any locked closets, garages and barns (if applicable). Seasonal maintenance staff may occasionally access exterior areas for essential services such as lawn care, pest control, trash collection, or snow plowing. While we aim to schedule these visits between stays, this is not always feasible and they may need to work during your stay. We are not notified of their daily schedule. Staff will never enter the home without authorization.
Please respect all house rules listed in the guidebook provided, as well as the privacy of this quiet community.