
Vacation rentals with a patio in Middletown
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Top-rated patio rentals in Middletown
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Luxurious Cozy Mountain Retreat 2BR/2BA – Ski/Spa
✨ Luxurious Cozy 2 Bed/2 Bath Main-Level Condo ✨ Just 2 minutes from Minerals Resort and only 400 meters to Mountain Creek slopes🎿, water park, golf courses and scenic trails. Unwind in plush beds, spa-like baths, or enjoy board games by the 4K TVs and cozy fireplace. Features 2 private decks, a fully stocked kitchen, and a workstation💻. Pet 🐶, toddler, and senior-friendly. Located just steps from assigned parking and one of the few units with NO SPIRAL STAIRS. Perfect for families or groups!

Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Spacious A-Frame Getaway near Hiking and Wineries
Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

Mindful Escape: Theater, Trails, Wood Stove
Exhale and recharge in this luxurious space at the foot of the Shawangunk Mountains. This gem features an open-concept kitchen and living room, perfect for connecting with nature. Enjoy the high-end Foster Leather Sofa, cozy movie nights on a 120" projector screen, and a wood-burning stove for chilly evenings. Every detail, from fresh linens to a meaningful library, is thoughtfully curated. Discover hidden messages throughout the house, inviting you to explore and unwind in this serene retreat.

Entire Home (private pool), Event Friendly
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Modern BoHo 3BR Cottage Near by Hiking, Winery
Our newly modern bohemian cottage (aka Green House!) is perfect for your next weekend getaway or a new WFH locale. Decompress from city stress in this calm, serenely appointed private home. Close to attractions but far enough away to escape, you'll never want to leave. NYC: 79 mi. Hunter Mountain Ski Resort: 60 mi. Pine Bush - groceries/supplies: 7 mi. Middletown - shopping (Walmart, Target, Best Buy, Home Depot): 16 mi. Hiking trails: 7 mi. Horseback riding: 7 mi. Sky diving: 15 mi.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Private lake cabin w/hot tub, views and fruit
Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

Cozy Rustic Farmhouse With Wood Stove
Make yourself at home in this unique farmhouse just an hour and a half away from NYC! Located right on the Bashakill Wildlife Refuge. this is the perfect getaway near Neversink Unique Area, Minnewaska State Park, Sam's Point, Legoland, and more! Enjoy the flicker of a wood-burning stove, make a BBQ feast on the outdoor deck, or admire the stars on a clear, dark night while sitting around the campfire. Good for couples, friends, or families–just no pets, please!

Forest Spa Retreat on Cascading Brook • 90 Min NYC
Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.
Popular amenities for Middletown patio rentals
Apartment rentals with a patio

Lovely 1 bedroom apt. with free parking in Rondout

Stylish Private Studio 1 block from Main St Beacon

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

E and T Getaway LLC

The Ivy on the Stone

Like Home, 2 BR Apt - Historic Home- Honesdale, PA
House rentals with a patio

Highland Lakes View, Big Home - Family Fun, Vernon

Stylish 3-Bedroom Home in the Village of Warwick

Slate Cabin - Stylish Country Escape x Rhinebeck

Lakefront Escape! Beach, Views, Firepit + Kayaks!

Luxe & Modern farmhouse | House of Jane West

Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor

Eclectic one-bedroom house

Mountain Creek retreat PH w/pool & hot tub
Condo rentals with a patio

Spacious & Comfy Gem: Mins to Slopes, Arcade, Pkg!

Cozy condo in Ski Resort. 2 bedroom/2 bath Unit226

Skiiis N Tees • Mountain Views, Cozy Vibes

4BR Treetop Escape | Hiking, Minerals, Warwick

Blue Cactus

Room in Minerals@Crystal Spring

Little Getaway at the Black Creek Sanctuary

2 Bedroom + Parking Cozy Condo•Mountain Creek•
Quick stats about vacation rentals with a patio in Middletown

Total vacation rentals
Explore 10 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at G$8,373 GYD per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Middletown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middletown rentals

4.6 Average rating
Middletown stays receive an average rating of 4.6 out of 5 from guests
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- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Bushkill Falls
- Thunder Ridge Ski Area
- American Dream
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Nickelodeon Universe
- Brotherhood, America's Oldest Winery
- Promised Land State Park
- Mount Peter Ski Area
- Bear Mountain State Park
- Walkway Over the Hudson State Historic Park
- Wawayanda State Park
- Storm King Art Center
- Paterson Great Falls National Historical Park
- Riverside Park
- Millbrook Vineyards & Winery
- SoJo Spa Club
- Benmarl Winery





