Vacation rentals in Iona Island

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Top-rated vacation rentals in Iona Island

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Top guest favorite

A panoramic view of a river valley is captured from a vantage point. A suspension bridge spans the water below, surrounded by lush hills and trees with emerging green foliage. Two individuals are seated, taking in the natural beauty of the landscape.

Cottage in Cortlandt

4.99 out of 5 average rating, 197 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Guest favorite

A private pool deck features two lounge chairs positioned by the pool's edge, accompanied by a small table. The area is surrounded by a fenced perimeter, with a grassy yard visible in the background, suggesting a serene outdoor space for relaxation.

Loft in Cornwall

4.85 out of 5 average rating, 538 reviews

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Superhost

A private patio area is highlighted with comfortable seating arranged around a coffee table. A barbecue grill is positioned nearby. Soft lighting is strung overhead, enhancing the cozy atmosphere. Steps lead to a landscaped area with greenery, creating an inviting outdoor space.

Apartment in Peekskill

4.8 out of 5 average rating, 170 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.

Guest favorite

A spacious bathroom is showcased, featuring a claw foot tub with an elegant chrome faucet. A modern glass shower enclosure is visible, along with a wooden vanity and mirror. The floor displays a patterned tile design, and the walls are painted in calming shades of blue.

Guest suite in Chester

4.96 out of 5 average rating, 318 reviews

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Superhost

A modern kitchen area is highlighted by a central island with a sink and a wooden cutting board, accompanied by two glasses. Well-placed pendant lights illuminate the space, while expansive windows provide views of the Hudson River and surrounding greenery.

Home in Peekskill

4.9 out of 5 average rating, 192 reviews

The Peekskill RiverView House

The Peekskill RiverView House A fully renovated dream house overlooking the historic Peekskill Bay. This 3 bedroom 3.5 bath designer house is a 5 minute walk to the train station as well as the historic downtown. It’s truly the gateway to the Hudson Valley along with having the walkable access to culture, hiking, biking, culinary, spa, and entertainment activities within City limits. Expansive decks on all 3 floors with spectacular Hudson River views from every room.

Top guest favorite

A treehouse structure is observed elevated among lush greenery, supported by a prominent tree. The exterior features dark siding, a distinct gable roof, and vibrant orange doors. A spiral staircase leads to the entrance, while a natural clearing surrounds the base.

Treehouse in Wallkill

4.99 out of 5 average rating, 314 reviews

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Top guest favorite

The bathroom features a tiled shower enclosed by a floral shower curtain, providing privacy. A vanity sink with modern fixtures is visible, along with a wall-mounted mirror and a towel rack. Natural light enters from a nearby window, enhancing the space.

Guest suite in Cornwall

4.96 out of 5 average rating, 112 reviews

Studio in Cornwall

Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited.

Guest favorite

A cozy suite is presented with a spacious bed, wall-mounted lamp, and a comfortable couch. A white chair and side table are positioned nearby, while a closet is visible. Natural light enters through small windows. Stairs lead up to the main level.

Guest suite in Haverstraw

4.94 out of 5 average rating, 365 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

Top guest favorite

An outdoor seating area is visible, featuring two wicker chairs with green cushions, positioned on a wooden deck. The entrance to the home is framed by a pointed gabled roof, and climbing plants can be seen against the exterior walls. Lush greenery surrounds the space.

Loft in Mountainville

4.98 out of 5 average rating, 126 reviews

Lovely, Quiet and Very Private! Entire Loft!

Nestled in the mountains is a peaceful place to lay your head. Just a stones throw from vineyards, brewery's and some of the best views and attractions the Hudson Valley has to offer. Here you'll find a private & secluded bedroom and bathroom fit for 2. A small "kitchenette" is avaliable for use as well as an outdoor seating area with fireplace. Free parking in designated spot. Waterfall is a short hike away.

Guest favorite

The nighttime image showcases the illuminated marquee of the Paramount Theater, featuring vibrant lights and signage. A crowd gathers outside, with classic cars parked along the street. The architecture of the theater is highlighted against the dark sky, enhancing its vintage charm.

Guesthouse in Peekskill

4.92 out of 5 average rating, 276 reviews

Peekskill Carriage House Downtown Studio

Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com

Top guest favorite

A light-colored cottage exterior features large glass doors, surrounded by trees displaying vibrant autumn colors. A stone pathway leads to the entrance, with a lantern and potted plants adding a welcoming touch. A picnic area is visible in the yard, set against the beautiful natural backdrop.

Cottage in Philipstown

4.99 out of 5 average rating, 203 reviews

Modern Country Cottage by Bear Mountain

Wake up feeling rejuvenated in a lofted bedroom beneath a wood-paneled ceiling with skylight windows. Descend a spiral staircase into a warm kitchenette for a cup of coffee, then have a seat in an airy living room beside a brass-plated decorative fireplace. Enjoy a picnic or grill on the front lawn and explore the 4 acres of most authentic Hudson Valley landscape.

Guest favorite

The sun porch features a comfortable sofa alongside an armchair, providing a cozy seating area. Natural light filters through multiple windows, highlighting the wooden ceiling and neutral-toned rug with geometric patterns. A small side table adds functionality to the space.

Home in Highland Falls

4.98 out of 5 average rating, 100 reviews

Bear Mountain, Westpoint, & Hikers Retreat

The Fort @Fort Montgomery, Westpoint/Bear Mountain New to the rental market! This recently renovated 900 Square foot single story home located 5 miles/7 mins from West Point Military Academy and 3 miles/ 3min from Bear Mountain is the ideal spot for friends and family to convene for a weekend visit in the Hudson Valley.

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Popular amenities for Iona Island vacation rentals

Kitchen

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Iona Island

Guest favorite

The kitchen area is designed with modern cabinetry and stainless steel appliances. Large windows frame the surrounding greenery, creating a bright atmosphere. A kitchen island with a wooden top provides additional workspace, while a small dining cart is positioned nearby.

Home in New Windsor

4.91 out of 5 average rating, 120 reviews

View House

JamieRating, 5 stars1 week ago

A fantastic stay: totally private yet with expansive views. Birds galore, June was the perfect time to spot them all. House is gorgeous and unique. Fantastic hosts, stayed here 8 years ago and I very much hope to be back before another 8 years passes. Thank you to Lisa and Nafeeza!

Superhost

A sunroom featuring large glass doors offers views of the river and surrounding greenery. Two wicker chairs are positioned next to a small table, creating a cozy seating area. Soft fairy lights are arranged along the ceiling, enhancing the inviting atmosphere.

Home in Philipstown

4.73 out of 5 average rating, 152 reviews

Bungalow near West Point on Hudson River

RobinRating, 5 stars4 days ago

Loved being on the river. Cute bungalow. Easy to get around Hudson Valley sites. Near cute Cold Spring. A/C worked well. Loved having BBQ and eating out in the backyard by the Hudson River. Also watching the boats go by! Thanks much!!

Guest favorite

A modern kitchen countertop displays a Keurig coffee maker alongside a French press. A plate with freshly baked muffins sits next to a white cup on a saucer, creating a welcoming coffee station with subtle decor in the background.

Cottage in Putnam Valley

4.94 out of 5 average rating, 86 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

A.D.Rating, 5 stars1 week ago

Our stay was very enjoyable. Everything we were looking for from grilling on the deck, watching sports and movies in the theater, hanging at the fire pit, sleeping in comfortable beds and getting in some early season swimming at the pool!

Guest favorite

Cabin in Greenwood Lake

4.99 out of 5 average rating, 89 reviews

Modern Nordic Designed Cabin

FeRating, 5 stars1 week ago

The Nordic Cabin was the perfect setting for my husband and I to celebrate our 22nd wedding anniversary. The cabin is beautiful and the modern design, furnishings, and decor really stand out. Instructions of how to get into the cabin and the pitcures provided made check in and check out a breeze. The kitchen was well stocked. A bottle of white wine and a few treats were left for us. The kitchen offered different spices, oils, milk, and eggs. Kitchen utensils, pots/pans, dishes, cups, glasses, etc are provided, as well as cleaning supplies. The bathroom was stocked with toiletries. We spent a lot of time relaxing in the cozy living room and slept well in the beautiful bedroom. Last, I have to say that the first time we opened the gate at night, after dinner in Warwick, and saw all of the outdoor lights on, really made it feel like we were entering an enchanted garden. Would definitely come back!! Thank you Kamil and Margaret!!

Top guest favorite

Cabin in Saugerties

5 out of 5 average rating, 38 reviews

Luxury A-Frame Cabin w/ Hot Tub

BingRating, 5 stars5 days ago

We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

Guest favorite

Cabin in Carmel Hamlet

4.88 out of 5 average rating, 41 reviews

Peaceful Forest Cabin

ChristopherRating, 5 stars5 days ago

Lanthe and Josephine’s cabin was an absolute dream. From the moment we arrived, we felt completely at peace. The space is warm, thoughtfully decorated, and nestled in such a serene location, perfect for a quiet getaway from the city. Everything was clean, cozy, and exactly as pictured. You can truly feel the love and care that went into creating this space. It was the perfect setting to relax, reconnect, and make meaningful memories. Thank you both for being such gracious and welcoming hosts. We’re already looking forward to returning!

Guest favorite

A lakeside retreat is showcased, featuring a rustic exterior with dark wood accents. Adirondack chairs are arranged near the water's edge, alongside colorful kayaks resting on the peaceful lake. Lush greenery surrounds the property, reflecting in the calm water.

Home in Putnam Valley

4.97 out of 5 average rating, 66 reviews

Waterfront Lake House

KayleeRating, 5 stars1 week ago

Absolutely beautiful stay, Brian is an amazing host and went above and beyond with instructions and helped whenever needed. Their place is located in such a beautiful area, it is quiet and within 10 min drive to stores. The space is very clean and organized. My guests and I felt right at home.

Guest favorite

Guesthouse in Tomkins Cove

4.81 out of 5 average rating, 21 reviews

The cottage at Oasis Cove

DanielRating, 5 stars4 months ago

We wanted a quiet weekend, and we got a whole lot more. Andrew and Mynor were amazing hosts!! From the complimentary beverages to the assistance with snow removal, their service was incredible. The photos did not do justice to the place; the decor was great, and the place was spotless. We will definitely be back!!

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Vacation rentals in Iona Island

Top-rated vacation rentals in Iona Island

Vacation rentals for every style

Popular amenities for Iona Island vacation rentals

Other great vacation rentals in Iona Island

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