Vacation rentals in Woodland Beach

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Top-rated vacation rentals in Woodland Beach

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Guest favorite
Home in Middletown
5 out of 5 average rating, 8 reviews

Private Guest Suite

Our suite features a 3-speed ceiling fan with dimmable overhead lighting, a kitchenette, a bidet toilet, an office nook, and more. While this space is most comfortable for 2 people, up to 2 additional people may be added to your reservation for a fee and we will provide an air mattress. Please note: our home shares a small mud room-style entrance with the guest suite, however the suite has a lock and is private with its own bedroom, bathroom, and kitchenette. We look forward to hosting you!

Top guest favorite
Private room in Dover
4.99 out of 5 average rating, 386 reviews

Bright~Cozy/Historic Area/Hosp/DSU/Nascar/for 2-3

Vax preferred WEEKEND may need chk-in after 5 NASCAR WEEKEND-2 night min *ADV NOTICE FOR HEAVY COOKING PLS! Bright private 2ND FL room in historic area (1 of 2 - also listed ... "Near Hospital, DSU, & Nascar - Historic Dover") Large shared(guests only)bathroom, use of porch, kit, DR, LR, pwder room, etc. Xtra foam mattress (nearly twin size) avail for 3rd person, if you don't mind giving up some floor space - ADVANCE NOTICE PLEASE NOTE: Cats live here, but not allowed in guest room

Top guest favorite
Private room in Dover
4.99 out of 5 average rating, 209 reviews

'Room J' for 1-2 guests in "Black Horse Inn"

Welcome to the 'Black Horse Inn'! Non-smoking home in quiet community. In- & outdoor cat. Close historic downtown, shops, dining, Air Base, NASCAR, casino, scenic Rt. 9 and the ocean. Quaint villages, wildlife parks, en route to the seashore. Room & shared bathroom in the loft; shared kitchen, dining area, outside seating. WiFi, Fire TV, Netflix. Breakfast! Room J Cozy room overlooking the back yard. Queen-size bed sleeps 2. Armoire and dresser for storage. Fold-out desk. Shared bathroom.

Top guest favorite
Private room in Elkton
4.99 out of 5 average rating, 277 reviews

Country Get Away 1 Room Apartment

1 Room apartment w/private bath, kitchenette, and deck. Attached to main house with shared parking and a walkway to private entry. Also on-property trails through the woods and a rustic cabin at the creek for a relaxing nature experience. On the way to the cabin, enjoy watching the horses & goats. WiFi service available but it is not broadband. No cable. Cell service can be limited at times. Linens/towels included. Kitchenette includes microwave, minifridge & Keurig coffee machine

Top guest favorite
Home in Cape May Court House
5 out of 5 average rating, 30 reviews

Private Lakefront Retreat | The Cottage at Haven

"Where to Stay in Cape May" Condé Nast Traveler - August 2025 & September 2025 The 2 story craftsman Cottage at Haven is a spacious and charming 2-bedroom, 2-bath retreat nestled on an exclusive, family-owned 40-acre lakeside property. Swim in the private lake, relax on a sandy beach, and explore scenic trails that wind through the surrounding forest—all part of this unique, protected haven. Guests also have access to bikes and watersport equipment for endless outdoor activities.

Guest favorite
A bright kitchenette is shown with a modern design, featuring a sleek black countertop and a cutting board. A green sofa is accented by colorful cushions, complemented by a glass coffee table. Art pieces decorate the walls, enhancing the space's artistic feel.
Place to stay in Bridgeton
4.9 out of 5 average rating, 31 reviews

Country Getaway to Villa Roadstown Art Studio Loft

Feel welcomed as you relax at a rustic and tranquil getaway in the historic hamlet of Roadstown in rural South Jersey with its nature preserves and waterways set among farmlands and fields. Be at home in a renovated art studio adjacent to the Obediah Robbins House c.1769. Your comfort needs are met with a well equipped kitchenette, lounge, workspace, and rain shower bath. Retire upstairs to a loft room complete with cozy reading corner and a comfy queen bed.

A spacious deck is shown, featuring a hot tub and a grill. Lush green grass stretches into the distance, dotted with trees and bordered by a wooden fence. An inviting outdoor space is created, perfect for relaxation and enjoyment.
Farm stay in Townsend
4.66 out of 5 average rating, 56 reviews

NBR Farms Guest House

Serene Farm Getaway. Escape to a peaceful retreat on a private estate. Immerse yourself in the tranquility of nature as you explore the sprawling grounds, featuring picturesque apple orchards and peaceful fishing ponds. Enjoy 3-bedroom guest house. Relax and unwind in the rejuvenating hot tub or indulge in a luxurious soak in the Jacuzzi. This serene farm getaway offers the perfect retreat. Bring your furry friend along to enjoy the scenic surroundings together

Guest favorite
Home in Salem
4.96 out of 5 average rating, 119 reviews

Beachfront Sunsets on the Water at Oakwood Beach

You’ll instantly relax when you arrive at this private beachfront home on the beautiful Delaware River (2020 River of the year!). This hidden gem is off the beaten path, making it perfect for you to escape the hustle and bustle of your busy day-to-day. You’ll love the amazing sunsets and water fun — walk out the back door directly onto the large deck and sandy beach. Message us for information about the local wineries and distilleries or for kayaking!

A game room lounge features a green-felt pool table positioned near large glass doors. A circular, patterned rug anchors a round dining table with metal chairs. The walls are painted in a calming blue hue, and natural light floods the space through the doors.
Guest suite in Smyrna
4.7 out of 5 average rating, 20 reviews

Private Guest Suite Close To Dover Downs/DSU

Cozy guest suite in Smyrna, DE, perfect for solo travelers or couples seeking a relaxing getaway. Unwind in the comfortable living room with a TV, challenge friends to games in the dedicated game room lounge, and enjoy a restful sleep in the well-appointed bedroom. The suite also includes a private bathroom for your convenience. Located in a peaceful neighborhood, you'll be close to local attractions while enjoying the tranquility of the area.

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, 219 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)

Guest favorite
A comfortable living area features two dark brown sofas positioned around a glass-top coffee table. Natural light filters through sheer curtains, illuminating the space. A potted plant and decorative wall art enhance the ambiance, while a wall clock adds a functional element.
Apartment in Dover
4.88 out of 5 average rating, 168 reviews

Cozy apartment in a quiet Amish country setting

Relax in our fully furnished 1 bedroom (and a spare room with a futon for extra bedding ) 1 bath, living room, and kitchenette apartment, with a private ground level entrance, in a peaceful Amish country setting. The unit is 5 miles away from the Dover city limits. While here, be sure to enjoy shopping at Byler’s Store, a local destination stop featuring a deli, bakery, grocery and gift shop.

Guest favorite
The studio apartment features a spacious layout with a king bed and a bunk bed. Light-colored walls complement the wooden flooring. A flat-screen TV is mounted on one wall, with a dresser and bedside table positioned nearby. Natural light illuminates the room through recessed lighting.
Apartment in Frederica
4.97 out of 5 average rating, 76 reviews

The Indian Point B&B

A cozy 1 bedroom studio apartment with a full bathroom and kitchen located in downtown Frederica, DE. This space has its own private entrance so that you can come and go as you please. This apartment is 2.5 miles from Delaware Turf Sports Complex, 9 miles to Dover Air Force Base and 30 miles from Delaware beaches. Route 1 freeway access is an easy 1/2 mile from the apartment.

Popular amenities for Woodland Beach vacation rentals

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