Holiday rentals in Street

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Top-rated holiday rentals in Street

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

Guest favourite

Home in Middle River

4.95 out of 5 average rating, 37 reviews

Waterfront Home with Private Beach, Stunning Views

Escape to paradise at our Chesapeake Bay waterfront vacation home in Oliver Beach! Our home is the ideal place to unwind and appreciate the beauty of Chesapeake Bay. You'll love the stunning views, the private beach, the spacious upper deck and the beachside deck surrounded by trees. You'll have so much fun fishing, swimming, kayaking, paddle boarding, or just relaxing by the water! It's the perfect spot for a dreamy retreat, a romantic sojourn, or for shared fun with group of friends or family.

Guest favourite

Cottage in New Holland

4.99 out of 5 average rating, 151 reviews

Exquisite cottage with valley views and Hot Tub

Come stay at our fully renovated cottage. Brand new hot tub just installed Dec 2024 We just finished a full house remodel in 2022 If you are looking for the perfect place to relax and unwind this house is for you. It has scenic valley views and a large private backyard, but is still within 30 minutes of the best lancaster county has to offer including Sight and Sound, Dutch Wonderland, American music theater and Strasburg railroad. Also within minutes of Shady Maple Smorgasboard and Intercourse.

Guest favourite

Home in Lutherville-Timonium

4.91 out of 5 average rating, 172 reviews

* Lovely Gem w/ Perfect Combo of Flair & Class *

This is our 5th Airbnb in the Towson / Lutherville area. We know how important it is to feel comfortable & relaxed when you arrive back from a long day of work, sightseeing, visiting with family members, playing sports, etc. This inspiration is seen throughout this entire house and you'll find the house to be a place to recharge, relax and enjoy high end amenities to include HDTVs in living and bed rooms, fully stocked kitchen, plush bedding, luxury shower fixtures, and more. You have to see it!

Guest favourite

Flat in Leacock-Leola-Bareville

5 out of 5 average rating, 50 reviews

Dreamwood on main w/ hot tub + toy room for kids

Make memories with your whole family at this beautiful cozy place . You are at a convenient location right along Main Street (Route 23 ) with lots of places to visit near by . Our patio has a grill, a hot tub, and picnic table with extra seating , a perfect place for a relaxing evening outside . Our fully functioning kitchen will make cooking meals easy . And the basement has a kids play area and a foosball table . We hope you might enjoy the space as much as our family does .

Guest favourite

Home in North East

4.97 out of 5 average rating, 39 reviews

Boho River Cottage

Chesapeake Bay getaway. Located on the North East River. The renovated cottage sleeps 4. Nap in our secluded backyard gardens. The cottage includes water access, kayaks, bikes, and a SUP board. Explore the town of NE to shop & dine in the region's top restaurants. Minutes from Elk Neck State Park, offering hiking, fishing, bird watching & mountain biking. Visit historic Havre de Grace, the Hollywood Casino, or relax and catch a sunset and the cool breeze coming off the North East River.

Guest favourite

Home in Gap

4.9 out of 5 average rating, 126 reviews

Dream View

Welcome to our beautiful 3 bedroom,2 bath home with an attached 1 bedroom,1 bath apartment that’s perfect for families or groups who value privacy and convenience. Enjoy breathtaking views of the picturesque surroundings right from the comfort of your home or bask in the serene atmosphere of the big backyard where you will possibly see wildlife. The hot tub is an added bonus,perfect for a relaxing evening under the stars.

Guest favourite

Guest house in Owings Mills

4.97 out of 5 average rating, 114 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Guest favourite

Home in East Earl

4.89 out of 5 average rating, 111 reviews

Cottage On Main-cozy 3/1.5 near Shady Maple

Escape to this peaceful haven surrounded by picturesque Amish farmland. This 3-bedroom, 1.5-bath retreat is thoughtfully designed to make you feel at home. Cook in the fully stocked kitchen or savor local takeout. Start your day with coffee on the front porch, observing the charming buggies passing by. Experience serenity and comfort in this idyllic rental, perfect for a relaxing family getaway.

Guest favourite

Flat in Betterton

5 out of 5 average rating, 15 reviews

Bayside Bungalow

We are a small enclave of condos, perched high on a bluff, overlooking the Chesapeake Bay. From the deck you have wonderful views of the beach and the best Bay sunsets! We are no more than 100 steps the beach, where you have a picnic pavilion, beach volleyball, and BBQ area with communal grills and picnic tables. This is the perfect getaway for small families or couples.

Guest favourite

Home in Essex

4.81 out of 5 average rating, 78 reviews

Sunset Haven on Sue Creek

Unparalleled Sunsets on the Water! This unique simple renovated cottage, offers an amazing waterfront experience with a private sandy beach, amazing nightly sunsets and a 60 foot pier which can hold most vessels up to 45 feet. Owners are very friendly live next door and are happy to help make your relaxation complete.

Guest favourite

Holiday home in Lancaster

4.98 out of 5 average rating, 133 reviews

Sweet Retreat

Take a break and unwind at this peaceful getaway. We are 5 minutes from Millersville, 25 minutes from Sight and Sound and 45 minutes from Hershey Park. Feel free to bring your bikes and your hiking shoes. We are just minutes away from the Enola low grade rail trail.

Guest favourite

Home in Elkton

4.93 out of 5 average rating, 57 reviews

Waterfront Sunset River Cottage -perfect getaway

This waterfront romantic nautical cottage will not disappoint. Beautiful sunsets all year round. And the water views are amazing… perfect for a romantic getaway or a weekend with friends