Vacation rentals in Annsville

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Top-rated vacation rentals in Annsville

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Top guest favorite

A wooden exterior house is surrounded by trees displaying autumn foliage. A pathway of stones leads to the entrance, where a deck with white railings is visible. Lush shrubs and decorative rocks enhance the natural landscaping.

Home in Philipstown

4.93 out of 5 average rating, 135 reviews

Cozy 3 bedroom house on quiet private road

3 bedroom house overlooking creek on a quiet, private road. Minutes from Metro North Railroad, Hudson River, historic Cold Spring Village, Highlands Country Club golf course, Beacon, downtown Peekskill, Bear Mountain State Park, Boscobel House & Gardens, Fahnestock State Park and West Point Military Academy. Restaurants, farmer’s markets, hiking trails. We are dog friendly but there is an additional fee of $80 per stay. I live close by so I’m available for help or assistance during your stay.

Guest favorite

The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.

Apartment in Philipstown

4.91 out of 5 average rating, 238 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.

Top guest favorite

A quaint cottage is nestled among trees, featuring a covered porch with a railing. Colorful seasonal flowers adorn the entrance, leading to a gravel pathway. The driveway is lined with trees and offers ample parking space, creating a serene atmosphere in a wooded setting.

Cottage in Cortlandt

5 out of 5 average rating, 204 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

Superhost

A private patio space is featured, furnished with comfortable seating and a dining table. An umbrella provides shade over the table, while warm string lights enhance the ambiance. Surrounding greenery creates a serene backdrop, and a barbeque is positioned nearby for outdoor cooking.

Apartment in Peekskill

4.8 out of 5 average rating, 174 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.

Top guest favorite

The sleeping area features two spacious beds, each with coordinating linens in calming green tones. Warm light is provided by two bedside lamps, enhancing a cozy ambiance. A decorative ottoman and a circular rug add texture and comfort to the inviting space.

Guest suite in New Windsor

4.96 out of 5 average rating, 235 reviews

Sunny Studio Peaceful Private Baked Goodies

Traveling alone? Ask for your Single Traveler Discount Private high-ceilinged sunny loft studio. West Point, SKAC, Beacon, Hiking, Wineries, Breweries Features -Two super comfy queen sized beds. -Heated Jacuzzi bathtub -Coffee/Tea Bar/Snacks -Home Baked Goodies on arrival -Safe. Secure. Private driveway. Parking at door. -Dedicated work desk. WiFi. -Must be 25 years or older. No parties or gatherings. -2 guest maximum -No 3rd party bookings -Overnight stay - not a hang out.

Guest favorite

A well-lit living area features a gray sofa adorned with decorative cushions and a coffee table positioned on a patterned area rug. Natural light enters through a window, illuminating the space. A small desk is located near the entrance, complemented by a welcoming front door.

Apartment in Mohegan Lake

4.81 out of 5 average rating, 178 reviews

Yellow House one bedroom

Recently updated cozy, clean and quiet 1 bedroom apartment with private entrance and parking. Breakfast bar w/ complementary coffee & herbal tea selection. Generous selection of books, movies & music CDs. Well lit living area and kitchen w/ reduced light in bedroom. Just a few minutes walk to Mohegan Lake and Sylvan Glen nature trail. Conveniently located near major highways, metro north train, area restaurants and shopping, popular event venues and outdoor attractions.

Superhost

A tranquil outdoor deck features two yellow Adirondack chairs facing the Hudson River. The landscape includes distant mountains and a picturesque sunset casting warm colors across the sky, reflecting on the calm water.

Home in Peekskill

4.89 out of 5 average rating, 198 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.

Guest favorite

A comfortable suite is featured, showcasing a spacious bed with crisp bedding and two decorative pillows. A compact sofa is positioned adjacent to a lift-top coffee table, with a kitchenette visible in the background, including a microwave and mini-fridge.

Guest suite in Haverstraw

4.94 out of 5 average rating, 374 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:)

Guest favorite

An open studio layout features a dining island with black chairs, a cozy couch in the corner, and a spacious bed made with neutral bedding. Decorative walls showcase intricate designs, while numerous pendant lights hang from the ceiling, illuminating the area. Large windows provide natural light.

Guesthouse in Peekskill

4.93 out of 5 average rating, 285 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

Superhost

A private dock extends over calm water, featuring several wooden chairs for relaxation. Lush greenery flanks the lake, with sunlight shimmering on the surface. The serene setting is complemented by a few ducks gently swimming nearby.

Cottage in Mohegan Lake

4.91 out of 5 average rating, 206 reviews

The Pearl of Westchester

Welcome to the Paradise! This Pearl of Westchester are nested with a Main house on private 2 acres of direct waterfront estate. Offering a private dock and beach in a flawless natural paradise. Enjoy swimming, fishing, boating or barbecuing on a private porch. Hiking in walking distance Located less than an hour away from NYC. Peekskill Metro North is 15 min away.

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, 206 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.

Top guest favorite

A small black table is set with two white cups, accompanied by two black folding chairs. The grassy area opens up to a serene pond, framed by lush trees and greenery, creating a peaceful outdoor setting.

Guest suite in Putnam Valley

4.99 out of 5 average rating, 129 reviews

Nestled in Nature

Welcome to the Hudson Valley, just an hour from Midtown! We’re situated a few minutes from Fahnestock State Park, scenic Cold Spring, and a revitalized Peekskill! While these and many more attractions are nearby, the peace and serenity of our house and property are a welcome change of pace from the city.