Holiday rentals in Brookside

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Top-rated holiday rentals in Brookside

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Guest favourite

Home in Middle River

4.95 out of 5 average rating, 39 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.

Top guest favourite

Cottage in New Holland

4.99 out of 5 average rating, 167 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 Bridgeton

4.98 out of 5 average rating, 165 reviews

Serene Lake House with private pool and views!

Welcome to your very own Lakeside paradise! Picturesque enough to feel like a real getaway, but cozy just like home. Featuring a private pristine, heated swimming pool (open May 15-Sep 14), a 6 person hot tub (open Sep 17-May tbd) and stunning views, you will not be disappointed! Tons of room to spread out: huge living room with fireplace, screened-in porch, two outdoor fire pits, and several sitting areas. There are plenty of ways to relax and unwind. Enjoy your next getaway at Sunset Lagoon!

Top guest favourite

Cottage in Charlestown

4.98 out of 5 average rating, 102 reviews

Blue on the Bay

2 bedroom cottage in historic Charlestown with screened porch, large yard & sitting area located in walking distance to the river and beach area. Walk to 3 local restaurants. Community playground, tennis courts, basketball court, pickle ball court, skate park & baseball field all in walking distance. Bring your boat, kayak & fishing poles. Boat launch available . Kayak, sup & pontoon rentals available. 15 minute drive to Great Wolfe Lodge. Monthly discount available, ask for details

Top guest favourite

Flat in Leola

4.98 out of 5 average rating, 60 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 .

Top guest favourite

Home in Perryville

4.99 out of 5 average rating, 115 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!

Guest favourite

Home in Elkton

4.84 out of 5 average rating, 360 reviews

Cozy Cottage Elkton North East 3bed 2 bath Patio

Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark & UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio t w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc.

Superhost

Flat in Chestnut Hill

4.77 out of 5 average rating, 208 reviews

Beautiful 1 Bedroom in the Heart of Chestnut Hill

Welcome to our quiet, lately renovated apartment just steps from historic Germantown Avenue in the heart of Chestnut Hill. This charming neighborhood offers a perfect blend of tranquility and convenience, with Pastorius Park and all the local shops, cafes, and attractions. The apartment features a spacious, open floor plan with a fully equipped kitchen, a cozy living area, a restful bedroom, and a private entrance—all designed to make you feel right at home.

Guest favourite

Home in Gap

4.9 out of 5 average rating, 136 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.

Superhost

Guest house in Lancaster

4.8 out of 5 average rating, 177 reviews

Prime Location {Carriage House} Firepit & Jacuzzi

Tucked Under Towering Pines On The Grounds Of "King's Cottage" Mansion Lies Our Historic Carriage House. Built in 1913 and on the National Register of Historic Places, Our Spanish Revival Carriage House Features a King Sleigh Bed, Ensuite Jetted Jacuzzi Tub/Shower and Shared Firepit/Grill. Prime Location Between Downtown Lancaster (Walkable!), Sight & Sound Theater and Lancaster County Amish.

Top guest favourite

Guest suite in Darlington

4.97 out of 5 average rating, 278 reviews

Syd Acres

Unplugged retreat. Great for birders, piano players, gardening fans, antiquers. Twenty minutes from historic Havre de Grace. Nearby gardens include: Longwood Gardens; Chanticleer Garden; Winterthur Museum, Garden, and Library; and LaDew Topiary Gardens. Small kitchen with microwave, sink, fridge, and coffee maker. Private entrance. Smoke detectors, hair dryer. No WiFi. No stove.

Top guest favourite

Apartment in Betterton

5 out of 5 average rating, 16 reviews

Beach Haven Hideout

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 to 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.