Apartment vacation rentals in Highlands

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Top-rated apartment rentals in Highlands

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Guest favorite

Apartment in Beacon

4.99 out of 5 average rating, 152 reviews

Sunlit Apartment close to Beacon’s Main Street

Gaze out at views of Mount Beacon from the windows of this upper-floor apartment in a 2 family home (the hosts live downstairs). The home boasts a clean white palette interspersed with colorful handmade pottery, furniture, and artwork and a decorative rug in the living area. This quaint apartment is on the 2nd floor of our home. We are a young recently married couple who renovated this apartment ourselves, and we are excited to have guests enjoy it. The space is filled with handmade pottery, furniture and artwork created by us, and from our collection. We have a queen sized bed outfitted with a comfy Tuft and Needle mattress in the bedroom, and a couch that pulls out into a full sized bed in the living room. The space is ideal for 2, but sleeps 4. We live downstairs with our small dog, Charlie, and are accessible to answer any questions and offer recommendations on local activities, but will give you all the privacy you need. You are welcome to enjoy a cup of coffee or glass of wine in our comfy rocking chairs on our porch. Please know, our porch is a communal area, so you may find us out there during the nice weather doing to same! For your convenience, we have self check in with a keypad on the door. If you need to come a little earlier than check in time, or depart a little later, please let us know. When possible, we are more than happy to accommodate these requests. There is ample street parking in front of the house. We are a short drive from DIA Beacon, the Hudson River, Breakneck and Mt. Beacon, and walking distance to all the galleries, shops and restaurants Main Street has to offer. Guests can use the entire apartment, as well as our shared front porch area. We are available to answer any questions you may have throughout your stay. Please reach out through message if you need anything at all. You may see us walking our dog or enjoying some coffee on the porch. We are happy to enjoy a happy hour with you out there or give you all the privacy you need. The apartment in on a quiet street in Beacon within walking distance of The Roundhouse, Fishkill Creek, and Main Street. The Hudson River, Breakneck, and Mount Beacon are a short drive away.

Jul 21 – 28

ﺩ.ﺇ593 per night

Guest favorite

Apartment in Philipstown

4.88 out of 5 average rating, 188 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Sep 20 – 27

ﺩ.ﺇ501 per night

Guest favorite

Apartment in Beacon

4.96 out of 5 average rating, 489 reviews

Luxe Loft 2 on Main St. Views! Steam Shower! W/D

Luxe Studio # 2: Modern, clean & bright studio in the best location on Main Street Beacon! Everything at your doorstep: Restaurants, breweries,shopping, galleries, hiking. Walking distance to Metro North train & DIA Museum. Indulge in the unforgettable steam shower perfect after a day of hiking & sightseeing! Designed for your comfort and convenience. Coffee, tea & bottled water provided, washer & dryer, full kitchen, luxurious bed & linens. Excellent location for exploring the Hudson Valley

Nov 30 – Dec 7

ﺩ.ﺇ631 per night

Superhost

Apartment in Peekskill

4.84 out of 5 average rating, 116 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Jan 1 – 8

ﺩ.ﺇ472 per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 346 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Sep 1 – 8

ﺩ.ﺇ486 per night

Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 310 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Nov 12 – 19

ﺩ.ﺇ465 per night

Guest favorite

Apartment in Cornwall-on-Hudson

4.98 out of 5 average rating, 181 reviews

Charming Efficiency

Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

Jun 6 – 13

ﺩ.ﺇ750 per night

Guest favorite

Apartment in Newburgh

4.93 out of 5 average rating, 213 reviews

ECO MCM GEM- central to Bethels & West Point

Fab Mid-Century Eco friendly apartment is all you need for a relaxing Hudson Valley Retreat! Close proximity to all Hiking areas , Storm King, West Point, Beacon DIA , Newburgh Assembly (8 min) and centrally located to all Bethel facilities Wallkill,Patterson and Warwick. This cozy two bedroom downstairs walkout apartment is tucked away and sits amongst the trees with large windows to enjoy nature. Also, features a large private patio , table, chimnea fireplace and BBQ.

Oct 25 – Nov 1

ﺩ.ﺇ498 per night

Guest favorite

Apartment in New Windsor

4.95 out of 5 average rating, 118 reviews

Private/Spacious Studio. Guest Loyalty Program

LOYALTY PROGRAM for repeat bookings. $30 off of your second night stay ((dbl occ rates and extra guest fees apply) OR a 3rd guest stays free with your one night stay. Discount will be applied upon your inquiry. - Perfect location for your West Point visit. - SKAC -Woodbury Common Sleeps up to six guests comfortably. Safe/secure - Perfect for single travelers Parking at door for several vehicles Coffee/Tea/Keurig Close to restaurants, NYS Thruway, Routes 9W

Dec 1 – 8

ﺩ.ﺇ461 per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 186 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Mar 16 – 23

ﺩ.ﺇ440 per night

Guest favorite

Apartment in Beacon

4.99 out of 5 average rating, 487 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

Oct 5 – 12

ﺩ.ﺇ700 per night

Guest favorite

Apartment in Highland Falls

4.84 out of 5 average rating, 101 reviews

Cozy 1-bedroom retreat minutes from West Point!

Enjoy easy access to everything from this perfectly located home base. Explore the beautiful Hudson Valley, shop the outlets at Woodbury Commons or cheer for your favorite team at Army home games! You will be on a quiet street in the quaint town of Highland Falls the perfect place for work or play.

Apr 5 – 12

ﺩ.ﺇ420 per night