Holiday houses in Tuckahoe

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Quick stats about holiday rentals in Tuckahoe

  • Total holiday rentals

    Explore 128,450 holiday rentals in Tuckahoe

  • Verified guest reviews

    Over 4,660,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    53,710 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 34,750 rentals that welcome pets

  • Holiday rentals with a pool

    17,730 properties feature pools

  • Rentals with dedicated workspaces

    65,690 properties have a dedicated workspace

  • Wi-Fi availability

    125,960 of Tuckahoe holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Tuckahoe rentals

  • 4.8 Average rating

    Tuckahoe stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Tuckahoe's top spots, include Rockefeller Center, Empire State Building, and Bryant Park

Top-rated holiday rentals in Tuckahoe

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.
Cottage in North East
4.98 out of 5 average rating, 708 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Top Guest favourite
A bright living area features large glass doors that open to an oceanfront deck, enhancing the panoramic views. Soft, light-colored furnishings are arranged around a natural wood coffee table, with textured area rugs underfoot. A telescope is positioned by the window for viewing the coastline.
Home in Strathmere
5.0 out of 5 average rating, 135 reviews

Strathmere Beachfront House

Luxury Beachfront Home Welcome to the Strathmere Beachfront home. A beautifully designed, luxury vacation home, where every detail is set to provide a you dream getaway. When you enter the home, you will be immediately taken by the panoramic ocean views from Atlantic City to Avalon. This well-appointed home, from chef’s kitchen Wolf and Sub-Zero appliances, to the Serena and Lily bedding, to the coastal / modern furniture, provides you and your family a welcoming environment. Treat yourself!

Guest favourite
A wooden sign featuring the name 'Sandy Paws Cottage' is displayed prominently. The artwork depicts the cottage with a landscape background and silhouettes of dogs, showcasing a rustic charm with subtle earthy tones.
Cottage in Milford
4.9 out of 5 average rating, 137 reviews

SandyPaws Cottage at Big Stone Beach on the DE bay

This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

Top Guest favourite
A cozy living area features two brown leather sofas, a patterned rug, and a soft ottoman. A reading nook is created with a gray chair draped in a yellow blanket. Natural light streams in through a large window, with plants and bookshelves enhancing the space.
Home in Chestertown
4.98 out of 5 average rating, 194 reviews

Cozy 3-bedroom home w/ Hot tub & firepit

This cozy, recently renovated home has the charm of days gone by. It is located with-in a 5 minute walk to the grounds of Washington College and a fifteen minute walk to Historic Downtown. There is an abundance of food and other conveniences close by. A perfect place to unwind and relax. A 20 minute drive to Rock Hall. Take in the beautiful Chester River and Chesapeake Bay area. Fishing, hiking and other outdoor activities to be enjoyed. Newly furnished rooms and fully stocked kitchen.

Top Guest favourite
A wooden dock extends over calm waters, leading to a charming home surrounded by trees. The house, featuring large windows, is illuminated as dusk approaches. Adirondack chairs are placed along the shoreline, inviting relaxation in the natural setting.
Home in Stevensville
4.99 out of 5 average rating, 149 reviews

Kent Island Waterfront Home with Amazing Sunsets

Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

Top Guest favourite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.96 out of 5 average rating, 170 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Top Guest favourite
A rustic lodge is positioned amidst lush greenery, featuring a front porch with wooden railings and several steps leading to the entrance. The sloped roof and wood siding blend with the natural surroundings, while a path bordered by shrubs leads visitors towards the front door.
Cabin in Myerstown
4.98 out of 5 average rating, 261 reviews

Country View Lodge

Take it easy at this unique and tranquil getaway in the heart of Lebanon County surrounded by rural farmland and Amish community. Enjoy sitting on the front porch or private balcony listening to the birds, or in the winter cozy up to the fireplace with a cup of coffee. This Lodge offers a full kitchen, livingroom, bathroom and a private bedroom on the first floor. The second floor has a private bedroom, loft bedroom, bathroom and a bonus children's room with 2 single beds.

Top Guest favourite
The historic stone home features a charming log addition surrounded by well-maintained landscaping. A spacious front porch extends across the facade, providing an inviting outdoor area. The setting is accented by trees and open fields, contributing to a serene atmosphere.
Cabin in Gap
4.99 out of 5 average rating, 217 reviews

The Log House at Twin Brook

A cozy family getaway. While staying here, you will get to live in this historic stone home with a beautiful log addition. The original structure was built in the 1700s and served as the servant's quarters for the stone house across the road where your hosts now live. Set out in the country, you will be delighted with the peaceful environment created by the woods, fields, and buggies going by on the road. The house is set close to the road, so traffic can be heard at times.

Guest favourite
A cozy outdoor seating area is set up on a grassy lawn, facing the water. Adirondack chairs and a low sofa surround a fire pit, creating a welcoming space for relaxation. A private dock extends into the Chester River, offering scenic views of the water.
Home in Chestertown
4.96 out of 5 average rating, 105 reviews

River front cottage with private dock & water fun

Private cottage on the banks of the Chester River. Sleeps 8-14. Private dock with plenty of water activities. This property offers relaxation and serenity as soon as you pull in! Located right on the water with spectacular views of the Chester River, the house is renovated in a cozy, casual farmhouse style. While you will love the house you will spend your days outside enjoying life on the river thanks to your private access to the water and lots of water fun!

Top Guest favourite
A panoramic view showcases a cozy two-story house set against a serene waterfront backdrop. Colorful autumn foliage lines the shore, reflecting vibrant hues in the calm water. A grassy area with a small beach adds to the inviting outdoor space, perfect for relaxation.
Home in Perryville
4.92 out of 5 average rating, 248 reviews

Top of the Chesapeake - Private Waterfront Home

Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

Top Guest favourite
Two vibrant blue adirondack chairs are positioned beside a small, round table, creating an inviting outdoor seating area. In the background, the tranquil waters of the Bohemia River reflect the warm hues of sunset, framed by lush trees and marina boats.
Cottage in Earleville
4.96 out of 5 average rating, 108 reviews

The Bohemia Charmer

Take it easy at this unique and tranquil getaway. In the Hack's Point Community, on the shores of the Bohemia River, this home will give you plenty of opportunities to relax, no matter the season. This home has the closest proximity to the community beach and pier, and it also exudes historic charm with a stunning 2-story fireplace, hardwood & stone flooring, and built-ins. ***There is no guest access to the pier for storage or day-use of boats***

Top Guest favourite
Home in Chestertown
5.0 out of 5 average rating, 252 reviews

The Garden Estate: Historic Town Center Home

Step back in time without sacrificing luxury. Nestled in Chestertown’s historic district, this rebuilt 19th-century estate blends grand character with modern comfort, just 4 blocks from Washington College. Sprawling across a rare town-center acre, the sanctuary features magnificent gardens, a fenced yard, a fire pit, and a Weber grill for evenings under the stars. Inside, find a flawless layout designed for privacy, rest, and premium comfort.

Popular amenities for Tuckahoe holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Tuckahoe?

    Tuckahoe has more than 53,710 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Tuckahoe?

    Experience the best of Tuckahoe with our cottage rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Tuckahoe?

    Four-legged friends are welcome in Tuckahoe. Choose from more than 34,750 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Tuckahoe?

    Yes! Work meets play with ease at over 65,690 vacation rentals in Tuckahoe featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Tuckahoe hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 1,690 hotel rentals with pools in Tuckahoe, available on Airbnb. Make a splash and soak up the sun in style!

  • Do guesthouse rentals in Tuckahoe have air conditioning?

    Absolutely! We offer over 1,110 guesthouse rentals with air conditioning in Tuckahoe. Enjoy a tailored experience with all the comforts you desire.

  • Do aparthotel rentals in Tuckahoe have a kitchen?

    Absolutely! We offer over 110 aparthotel rentals with a kitchen in Tuckahoe. Enjoy a tailored experience with all the comforts you desire.

  • Do resort rentals in Tuckahoe have wifi?

    Absolutely! We offer over 230 resort rentals with wifi in Tuckahoe. Enjoy a tailored experience with all the comforts you desire.

  • Do loft rentals in Tuckahoe have free parking?

    Absolutely! We offer over 340 loft rentals with free parking in Tuckahoe. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Resort Rentals in Tuckahoe?

    Enhance your stay in our Resort Rentals with the most popular amenities: over 230 homes with wifi, over 230 homes with air conditioning, over 100 homes with free parking, over 150 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore