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House vacation rentals in Brookside

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Top-rated house rentals in Brookside

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

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Superhost
The exterior of the home features a welcoming front porch with a black door and decorative shutters. An American flag hangs beside the entrance. A patio area is visible, furnished with a round table and chairs, surrounded by greenery and outdoor lighting.
Home in Elkton

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 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. Relax, visit, enjoy each other NO TV's

4.83 out of 5 average rating, 403 reviews
Guest favorite
A private swimming pool is surrounded by lounge chairs and landscaped greenery. The clear blue water reflects sunlight, and a white fence offers privacy. The pool area includes a concrete deck, creating an inviting space for relaxation and enjoyment.
Home in Chesapeake City

The Mint Cottage in Chesapeake City

The Mint Cottage is new to the air bnb market. It is a 3 bedroom Cape Cod on .5 acre lot in Charming Chesapeake City! The 1st floor features a master bedroom suite with updated amenities, large living room and kitchen, PLUS a full hair and makeup station (great for bridal parties). The 2nd floor has two bedrooms- a queen and 2 twin beds. The house features 3 full baths.The back yard has a private swimming pool, fire pit and patio. Terrific location to walk to waterfront, shops, and restaurants!

4.9 out of 5 average rating, 118 reviews
Guest favorite
A bright yellow door is framed by two lantern-style lights, creating an inviting entrance. A welcome mat with the phrase 'SO GLAD YOU'RE HERE' is positioned at the threshold, set against a backdrop of crisp white siding.
Home in Newark

White Clay Creek Cottage

Welcome to our cozy cottage retreat in the perfect location of Newark! Nestled against the backdrop of a picturesque horse farm, our 2-bedroom, 1-bathroom cottage offers a serene escape from the hustle and bustle. Come and relax on the furnished deck and you just may see a few horses. The cottage is Pet Friendly and has a fenced in yard to accommodate our furry guests. 5 minutes to Deerfield Country Club, Less then 10 Minutes to downtown Newark, and just a few minutes to White Clay Creek Park.

4.91 out of 5 average rating, 106 reviews
Top guest favorite
Home in Kennett Square

Historic J. Pyle House Main St Local Host

The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

4.96 out of 5 average rating, 178 reviews
Top guest favorite
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, 170 reviews
Top guest favorite
A single-story brick home is set against a bright blue sky, flanked by large trees. One side features a majestic flowering tree with pink blossoms, while the other is shaded by a leafy tree. Solar panels are visible on the roof.
Home in Rising Sun

“Home Away from Home” in Rising Sun, Maryland

PLEASE READ *BEDROOM 3 is a suite that can be added for an extra charge (see pics) * It includes a living area, king size bed, bathroom and kitchenette. Ask Karen for pricing to add. Without the suite there is a foyer leading to a large living room, kitchen with dining area, 2 bedrooms with queen beds and a full bath. This home is comfy and has a history room showing family collectibles dating back to 1854.... Children under 12 years of age are not suitable and No Pets are allowed.

4.96 out of 5 average rating, 336 reviews
Top guest favorite
The lighthouse replica is shown from an elevated angle, surrounded by trees and located beside the water. A wrap-around deck is visible, along with the charming architectural details of the structure and the contrasting red roof.
Home in North East

Red Point Lighthouse

Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

4.96 out of 5 average rating, 137 reviews
Top guest favorite
A single-story home is set on a green lawn, featuring a prominent American flag and a Maryland state flag. The covered porch is accessed by a set of blue double doors, and a dark-colored vehicle is parked in the carport.
Home in Elkton

Appleton Retreat

This 3 bedroom, 2 bathroom home is the perfect place to get away from it all while remaining convenient to all the best that Maryland, Delaware, and Pennsylvania have to offer. Minutes from Fair Hill Natural Resource Management Area for the horseback riders, mountain bikers, hikers and nature enthusiasts. University of Delaware is a quick 10 minute ride away to catch a football game or celebrate commencement. Other local attractions - boating, fishing, vineyards and breweries.

4.96 out of 5 average rating, 167 reviews
Top guest favorite
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

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.

4.92 out of 5 average rating, 248 reviews
Top guest favorite
Home in Whiteford

Waterfront Retreat w/ Hot Tub, Games & Views

Escape to River Haven, a 7,000+ sq. ft. waterfront retreat on the Susquehanna River, perfect for groups of up to 20. Relax in the hot tub, play pickleball, pool, ping-pong, and air hockey, or unwind on expansive decks with scenic views. The home features a fully equipped kitchen, spacious bedrooms, 4.5 baths, and family-friendly amenities. With a kayak launch nearby, trailer parking, and a whole-house generator, River Haven is made for memorable getaways.

4.96 out of 5 average rating, 105 reviews
Guest favorite
The exterior of the lodge is surrounded by lush greenery, showcasing a spacious driveway leading to a two-car garage. Colorful blooming flowers are seen in the landscaped gardens, enhancing the tranquil ambiance. The lodge features a rustic design with a welcoming porch and a natural stone chimney.
Home in Oxford

Beautiful Large Home in Private Woods with Hot Tub

Welcome to Elk Creek Lodge, an expansive and secluded sanctuary nestled on 18 acres of lush woods and meadows. Situated just a short drive from historic Oxford, Pennsylvania. Also conveniently located to horse riding events in Fair Hill, MD. Scan the QR code for a virtual tour. Distance from Attractions: Fairwinds Farm - 6.8 mi Fair Hill Training Center & Fair Hill International - 7.6 mi Great Wolf Lodge Water Park - 17.4 mi

4.91 out of 5 average rating, 117 reviews
Guest favorite
A living room is presented with a neutral color palette featuring green walls. Comfortable seating includes a spacious sofa and two armchairs. A wooden coffee table occupies the center, while a TV is mounted on a cabinet. Natural light enters through large windows, and a staircase is visible in the background.
Home in Kennett Square

Longwood Kennett Newly Renovated

Lovely renovated and newly decorated duplex, close to downtown Kennett Square and all of the great activities nearby. Walk Score 73 (Walk to cafes, dining, shopping, breweries, etc.) 9 min walk to Downtown Kennett for more restaurants and shopping 2 min walk to restaurants 9 mins drive to Longwood Gardens (#1 Botanical Gardens in USA) 25 mins drive to downtown Philly 25 mins drive to Wilmington

4.92 out of 5 average rating, 132 reviews

Popular amenities for Brookside house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
A dining area is presented with a large wooden table surrounded by six light-colored chairs. Soft light fixtures hang overhead, and large windows are adorned with flowing drapes. A sideboard with decorative items complements the space, which is finished with warm wooden flooring.
Home in Glen Mills

Sweet home w/pool & woods at peaceful Glen Mills

4.92 out of 5 average rating, 190 reviews
Guest favorite
Home in Peach Bottom

Secluded home with heated pool & waterfall

4.96 out of 5 average rating, 135 reviews
Top guest favorite
An aerial view showcases the expansive riverfront property surrounded by lush green fields and waterways. The deep Cohansey River meanders through the landscape, reflecting the sky. Various shades of green and water create a tranquil and serene environment.
Home in Bridgeton

THE SORA with Disco, Hot Tub & Pool

4.99 out of 5 average rating, 284 reviews
Guest favorite
A country-style kitchen features mint green cabinetry and a wooden countertop. Stainless steel appliances include a microwave, oven, and dishwasher. A deep farmhouse sink is positioned beneath a window adorned with light curtains, while a bowl of fruit and kitchen essentials are displayed on the counter.
Home in Strasburg

Findley Farm View Cottage (Outdoor Pool!)

4.94 out of 5 average rating, 159 reviews
Top guest favorite
Lounge chairs are positioned beside a private in-ground pool, accompanied by shaded umbrellas. Lush greenery enhances the outdoor space, while decorative planters add a touch of elegance along the poolside. A serene atmosphere invites relaxation in this inviting setting.
Home in Chesapeake City

Historic Victorian Walkability Chesapeake City

5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Elkton

Breathtaking Waterfront w/pool and private dock

4.95 out of 5 average rating, 20 reviews
Top guest favorite
An open-concept kitchen and dining area features a large wooden dining table with seating for ten. Exposed wooden beams line the ceiling, complementing the stone accent wall. An island with seating for three is positioned near modern kitchen appliances, creating a welcoming space for gatherings.
Home in Quarryville

Modern Farmhouse: Pool, Hot Tub & Pickleball

5.0 out of 5 average rating, 76 reviews
Top guest favorite
Home in Rising Sun

Spacious family home w/pool, sauna & hot tub

5.0 out of 5 average rating, 23 reviews

Weekly house rentals

Guest favorite
Home in Salem

Beachfront Sunsets on the Water at Oakwood Beach

4.94 out of 5 average rating, 144 reviews
Top guest favorite
A charming yellow cottage features a welcoming orange door and decorative white trim. Colorful flower beds filled with yellow and purple blooms line the front porch. The structure is flanked by trees, with a green lawn providing a picturesque setting.
Home in North East

Downtown Living in North East, MD!

4.99 out of 5 average rating, 195 reviews
Top guest favorite
Aerial view of the waterfront property reveals expansive green lawns surrounded by lush trees, with the C&D Canal visible nearby. The water reflects the clear blue sky, and a boat is seen traversing the canal, highlighting the active water traffic and serene natural surroundings.
Home in Elkton

Waterfront Retreat for Weekends and More!

4.9 out of 5 average rating, 104 reviews
Top guest favorite
Home in Paradise

Fernwood Villa - Farmette

5.0 out of 5 average rating, 120 reviews
Top guest favorite
The inviting living area features a warm-toned couch and decorative accent pillows. A circular coffee table sits in front, complemented by a stylish lamp. A wall-mounted TV is visible, along with an open kitchen view, highlighting natural light from nearby windows.
Home in Kennett Square

Longwood | Shops & Restaurants | Private Backyard

4.98 out of 5 average rating, 270 reviews
Top guest favorite
Home in Newark

Renovated 4BR/2BA Near UDel for Families/Groups

5.0 out of 5 average rating, 18 reviews
Guest favorite
A two-story brick townhouse stands under a clear blue sky. The front features symmetrical windows adorned with black shutters. A white front door is centrally located, with a small porch area visible. Green grass and a few plants are present in the front yard.
Home in Newark

Luxury House

4.83 out of 5 average rating, 29 reviews
Top guest favorite
Home in Newark

Entire House near the University - Walk To Campus

5.0 out of 5 average rating, 16 reviews

Private house rentals

Superhost
A charming, single-story home is highlighted in a sunny open area. The exterior features sleek blue siding and a light gray roof. The well-maintained lawn is complemented by a concrete driveway leading to the entrance, inviting guests to explore the interior.
Home in Newark

short walk to UD

4.66 out of 5 average rating, 29 reviews
Top guest favorite
A spacious living room is presented with natural light streaming through large windows. Minimalist furniture includes a comfortable sofa and two accent chairs. A round coffee table is centrally located on a patterned area rug, complementing the neutral color palette of the room.
Home in Bear

Ideal for work crews and families, long term perks

4.97 out of 5 average rating, 29 reviews
Superhost
A well-maintained single-family home is depicted with a light-colored exterior. A two-car driveway is visible, featuring a black SUV and a white vehicle. Lush green grass lines the edge of the driveway, and a clear blue sky complements the peaceful suburban aesthetic.
Home in Newark

Central 4-bedroom single fam/with private parking

4.76 out of 5 average rating, 46 reviews
Guest favorite
The exterior of a historic three-story home is displayed, showcasing a red brick façade and a distinctive tower with windows. A covered porch with white railings encircles the front, and a stone foundation enhances the structure's charm. Lush trees are visible in the surrounding landscape.
Home in West Grove

Historic Spacious 6 bedroom home in West Grove

4.73 out of 5 average rating, 83 reviews
Superhost
Home in Newark

A small cozy house, perfect for a small family.

4.88 out of 5 average rating, 8 reviews
Top guest favorite
The exterior of the two-story home is showcased, featuring a gray facade with white trim. A welcoming porch extends along the front, framed by colorful flower beds. Maryland flags are displayed, and a covered area is visible on the side, enhancing the property's charm.
Home in Chesapeake City

McReynolds-Woods House -Private 3 Bedroom Home

5.0 out of 5 average rating, 67 reviews
Superhost
A fire pit filled with colorful glass stones is centrally placed on a wooden table. The vibrant sunset casts shades of purple and orange across the sky, reflecting on the calm water of the Elk River. The setting creates a serene and inviting ambiance.
Home in Elkton

Waterfront House on the Upper Chesapeake Bay

4.84 out of 5 average rating, 50 reviews
Guest favorite
The country home showcases a classic architectural style with a combination of stone and siding. Large windows allow natural light to enter, framed by neatly arranged landscaping. The spacious yard is surrounded by tall trees, offering a peaceful and inviting atmosphere.
Home in Nottingham

Amish Countryside Escape at Forest Edge Farm

4.75 out of 5 average rating, 65 reviews

Destinations to explore