Vacation rentals in Woodland Beach

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Top-rated vacation rentals in Woodland Beach

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Guest favorite
A private balcony featuring four blue Adirondack chairs surrounds a central fire pit. The space is set on a light-colored surface and is bordered by white railings, with greenery visible in the background, creating a serene outdoor setting.
Cottage in Cape May
4.91 out of 5 average rating, 267 reviews

Cozy 2-bedroom cottage close to everything

Perfect home for small families or couples to relax, enjoy, and explore everything Cape May has to offer. Enjoy your morning coffee on your private balcony or a meal with the family out on the patio. Spend a day on the beach with our provided beach tags then walk the boardwalk at night. Stop in at one of the many oceanside restaurants or play some games at the arcade. Looking for some family fun? Visit the Cape May County zoo or the local alpaca farm. There's something for everyone in Cape May.

Guest favorite
Apartment in Chesapeake City
4.94 out of 5 average rating, 112 reviews

Hygge Haven: A cozy apartment in a canal-side town

Chesapeake City is a historic town located on the C & D Canal; it's not unusual to be greeted by locals as you explore the town. The apartment is a bedroom with sitting area, fully equipped kitchen & bath. It's in the heart of the town & walkable to all the boutiques, restaurants & nightlife! It comes equipped with a Nespresso machine, coffee pods,sparkling water, wifi & tv if you just want to chill. It's steps from the canal for lovely sunrise/sunsets! There are bike/walking paths nearby.

Top guest favorite
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, 651 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 favorite
A serene waterfront view reveals calm water framed by lush green trees. A small private dock is visible, featuring an orange kayak resting at the edge. The scene conveys tranquility, inviting relaxation amidst nature.
Guest suite in Chestertown
4.99 out of 5 average rating, 242 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront guest suite conveniently located less than 10 minutes from historic Chestertown and Washington College. Beautiful views of our tidal creek, full kitchen, wooded lot, quiet neighborhood, bird watching, kayaking, great biking & running options. Friendly pets (indoor cats and dogs who can share the yard with us and our dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice.

Guest favorite
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
4.89 out of 5 average rating, 120 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 favorite
An aerial view captures the farmhouse set alongside the Cohansey River. Lush green fields extend towards the water, reflecting the sky overhead. The landscape features a mix of grassy areas and water, creating a peaceful setting surrounded by nature.
Home in Bridgeton
4.94 out of 5 average rating, 233 reviews

"The Townsend" - Hot Tub!

On the way to The Townsend, you'll pass roadside farmstands and open fields. This meticulously restored farmhouse, located on the Cohansey River, features waterfront views in every room in the house so you can unwind, reflect and enjoy the company of family and friends. Outside you'll find a fire pit, hot tub and large field, perfect for outdoor activities. A quick 3 mile drive takes you to the historic town of Greenwich. Please read "the space" section, which gives room-by-room detail.

Guest favorite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guesthouse in Elkton
4.91 out of 5 average rating, 176 reviews

Countryside-Stablehouse-Cozy for 2-March Discounts

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Guest favorite
An aerial view of a charming colonial home surrounded by lush greenery and mature trees. A well-maintained lawn with brick pathways leads to the house, which features a gray roof and white siding. The Cohansey River is visible in the background.
Home in Bridgeton
4.96 out of 5 average rating, 234 reviews

WATERFRONT w/ Hot Tub & Fire Pit | 4 Bedrooms

**Relaunching April 15 - secure current rates before they adjust.** Tucked along the banks of the Cohansey River, The Foxtail enters its new chapter this spring. A restored 1860s colonial balancing historic character with modern ease, it has been thoughtfully refined into a more elevated retreat that so many of our guests return to year after year. Reservations secured by April 14 lock in existing pricing while enjoying the full relaunch. Rates adjust April 15.

Guest favorite
A comfortable living area features a cozy gray sofa facing a stone fireplace. A wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Light enters through a nearby window, illuminating the space.
Guesthouse in Dover
4.84 out of 5 average rating, 172 reviews

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

Top guest favorite
Loft in Cape May Court House
4.97 out of 5 average rating, 678 reviews

Private Lakefront Retreat | The Loft at Haven

The Loft at Haven is a private 2nd story studio apartment with a full bath and kitchenette, nestled on a peaceful, family-owned 40-acre lakeside property just minutes from Stone Harbor and Cape May. Enjoy expansive lake and forest views from your private deck, large windows that flood the space with natural light, and direct access to hiking trails, hammocks, county bike path, and a crystal clear lake with complimentary water sports equipment.

Top guest favorite
A deck overlooks sandy paths leading to the ocean, framed by lush dune grass and coastal vegetation. The bright blue sky contrasts with the calming sea, creating a serene coastal view. The deck railing offers a defined space for relaxation while enjoying the surrounding nature.
Home in Milton
4.99 out of 5 average rating, 245 reviews

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it in Beachwalk. Peaceful. Private. Conveniently located at the quiet southern end of Broadkill Beach. While the north side is denser with homes and more crowded, the southern end provides a more private beach experience with far fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.

Top guest favorite
A spacious living area is presented with a light-colored wall and high ceiling. Seating options include a green recliner and a brown sofa, both arranged around a soft area rug. A flat-screen television is positioned near a coffee table, and a doorway leads to additional rooms.
Loft in Bridgeton
4.97 out of 5 average rating, 234 reviews

Beautiful newly updated apartment in Fairton.

Forget your worries in this spacious and serene space. This recently renovated second floor apartment boasts natural light and nature at your footsteps. It has every comfort needed to feel like you're right at home. It is conveniently located close to New Jersey Motor Sports Park and the Delaware Bay. It has plenty of space to park large trailers and boats. NO SMOKING PET FRIENDLY (pets must be clean)

Popular amenities for Woodland Beach vacation rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. Kent County
  5. Woodland Beach