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 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

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!

5.0 out of 5 average rating, 136 reviews
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

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.

4.98 out of 5 average rating, 197 reviews
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

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!

4.96 out of 5 average rating, 171 reviews
Top Guest favourite
Treehouse in Liverpool

TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature

🌿 Treehouse of Love - A Romantic Couples Retreat - We Look Forward To Hosting You! THE MISSION *Escape the busyness of life and reconnect with the one you love at Treehouse of Love—a one-of-a-kind luxury treehouse nestled high among the trees and surrounded by the peaceful beauty of the Pennsylvania countryside. Whether you're celebrating an anniversary, honeymoon, birthday, or simply looking for a quiet getaway, this romantic retreat was thoughtfully designed for two. *HOTTUB *EBIKES

4.97 out of 5 average rating, 38 reviews
Top Guest favourite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

4.98 out of 5 average rating, 291 reviews
Top Guest favourite
Home in Shady Side

Iconic Chesapeake. Unparalleled Luxury.

Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.

5.0 out of 5 average rating, 217 reviews
Top Guest favourite
A coastal house is positioned on stilts along a serene beach. The sky displays hues of pink and purple at sunset, reflecting the peaceful atmosphere. Sand stretches along the shore, meeting the calm waters, while neighboring homes create a sense of community.
Home in Milford

Peaceful off the beaten path on the Delaware Bay

Take a break and unwind at this peaceful oasis. Lovely off the beaten path bay house. Enjoy nature. Bird watch if you are lucky you may see dolphins. bring your fishing pole or kayak. this beach is not good for swimming. Rehoboth beach is about 45 minutes away De turf Spots Complex about 15 minutes away. only 1 dog Preferably under 30 lbs but we'll make exceptions. You may also see black sand depending on what the tide is doing. cold weather discounts in place on calendar.

5.0 out of 5 average rating, 62 reviews
Top Guest favourite
A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.
Home in Greensboro

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

4.97 out of 5 average rating, 145 reviews
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

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.

4.99 out of 5 average rating, 218 reviews
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

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!

4.96 out of 5 average rating, 105 reviews
Top Guest favourite
Home in Lynch

Bamboo Sands Beach Getaway

Where luxury meets coastal by the bay. A perfect spot to make memories, enjoy the views from the house or the hot tub.... Welcome to Bamboo Sands Villa & Captain’s Quarters, A peaceful retreat on a sandy area of the Chesapeake Bay where families can RELAX & reconnect. Here, serenity and fun flow as easily as the coastal breeze. Enjoy sandy beaches without the crowds, the sounds of waves on the bay without the oceanfront price tag, a coastal luxury getaway...

4.96 out of 5 average rating, 26 reviews
Top Guest favourite
A duplex with a shingled exterior is displayed, featuring a rooftop deck accessible by an exterior spiral staircase. A fenced yard is visible, along with a gravel surface below. Large glass doors lead to the lower level, enhancing connection to the outdoors.
Townhouse in Dewey Beach

McKinley Duplex

Enjoy the Ocean and Bay Views from the roof top deck of this Pet Friendly duplex located in the ocean block in the heart of Dewey Beach! Just steps to the beach with a large enclosed porch, open living area, 6 bedrooms and 3.5 baths (2 King, 1 Queens, 6 Twins and a sofa bed), ample parking and much more. Walk to all the restaurants and nightlife - take the Jolly Trolley into Rehoboth to enjoy the beach, boardwalk and some of the finest dining in the area!

4.91 out of 5 average rating, 139 reviews

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