
Holiday rentals in Woodland Beach
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Woodland Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

The Hidden Gem•Heated pool•Pickleball Court
Beautiful spacious house and property with in ground heated pool, breeo fire pit, lots of patio space for outdoor grilling and an indoor pickleball and basketball court Pool is open April 1st to Oct 20th (approx) This 2 story, 6 bedroom, 4 bathroom house has all the amenities you need to make your weekend getaway or family vacation enjoyable! If you have a large group we can accommodate more guests in the cottage across the driveway. Click on my profile to find the listing (Little Gem Cottage)
4.99 out of 5 average rating, 86 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!
4.9 out of 5 average rating, 136 reviews
Connection Pointe•River views•Quiet•Peaceful
Connection Pointe is a great getaway for your family vacation or to reconnect with friends, you will be sure to enjoy this beautiful property that sits right along the Sassafras River, it is quiet and peaceful with amazing views from the house and the screened in deck. Come enjoy the sounds of nature as you take time to relax and refocus! There is no boat access to the river from the property. There is a fairly steep bank going down to the river, so please be mindful of this with children.
4.96 out of 5 average rating, 78 reviews
Farm house Oasis
Relax with the whole family at this peaceful place to stay. This 1st floor unit, located on a gated farm, has 2 bedrooms and 1 bathroom and can sleep up to 6 people. If you enjoy the outdoors then this is the place for you. We have walking paths for you to enjoy and make sure to say hi to the animals as you walk by. Sit out on the front porch and watch the sunset or sit out by the pond and watch it there. This unit is 10 minutes from the nearest shopping. Do not enter barns or pastures.
4.76 out of 5 average rating, 125 reviews
Modern Lakefront Getaway | Jersey Shore
Enjoy breathtaking sunrises and sunsets over the lake while sipping your favorite hot beverage. Snuggle up on comfy modern décor in front of the warm crackles of the fireplace. Surprise her with the perfect Romantic Getaway! Treat your family to the perfect Family Adventure! A nature enthusiast’s dream! 360 degree gallery great for bird watching and star gazing. Escape the city and enjoy hiking trails and sip your favorite wine at the nearby winery, all at the Jersey Shore countryside!
4.84 out of 5 average rating, 76 reviews
THE SORA with Disco, Hot Tub & Pool
Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.
4.99 out of 5 average rating, 284 reviews
Home away from Home in Dover DE
Spacious 4-Bedroom Home with Backyard, Game Room & Great Location! Welcome to your home away from home! This comfortable and spacious house offers everything you need for a relaxing stay. It features 4 cozy bedrooms, 2 full bathrooms, a fully equipped kitchen, a welcoming living room that turns into a sofa bed, and a fun basement with a pool table, perfect for relaxing or spending time with family and friends. Enjoy the backyard with a BBQ grill for outdoor meals and quality time.
4.91 out of 5 average rating, 65 reviews
Peaceful off the beaten path on the Delaware Bay
Take a break and unwind at this peaceful oasis. Lovely off the beaten path bay house. Enjoy nature. Bird watch if you are lucky you may see dolphins. bring your fishing pole or kayak. this beach is not good for swimming. Rehoboth beach is about 45 minutes away De turf Spots Complex about 15 minutes away. only 1 dog Preferably under 30 lbs but we'll make exceptions. You may also see black sand depending on what the tide is doing. cold weather discounts in place on calendar.
5.0 out of 5 average rating, 61 reviews
Dyers Cove
This little cabin like home is perfect, if your'e looking to escape from your everyday life. Its like being on a far away island but in southern Jersey. You want to bring all your necessities when coming in because the closest grocery store is about 30 mins away. We offer kayaks to be used and a vast variety of fishing equipment. A fishermans' dream!!! Dont forget your camera for the sunsets, bald eagles, indian artifacts and amazing porch views for the ultimate relaxation
4.83 out of 5 average rating, 117 reviews
Spacious Rural Home
Our home is nestled on a serene country road in the Dover/Lepsic area. It offers a peaceful backdrop with fields both behind and across the street, ensuring a true escape from the hustle and bustle. This single-story residence features four cozy bedrooms, two full bathrooms, a spacious kitchen, two inviting living areas, and a relaxing backyard deck. Conveniently located, you're just a 10-minute drive from the heart of Dover, Delaware, and 20 minutes from DE Turf Complex.
4.88 out of 5 average rating, 84 reviews
Delaware City Oasis|Indoor Heated Pool
Delaware City Oasis, is a premier luxury property that is truly one of its kind in the entire state. The Oasis is a serene and picturesque retreat nestled in the heart of Delaware City, Delaware. This hidden gem offers an escape from the hustle and bustle of everyday life, providing a perfect blend of modern amenities. As you enter the Oasis you are greeted by 5000 sq ft including a Great room with a heated indoor pool making this home prime for entertaining.
4.89 out of 5 average rating, 70 reviews
Waterfront Farmhouse Retreat w/ Hot Tub & Fire Pit
Tucked along the banks of the Cohansey River, The Foxtail is a design-forward waterfront retreat set at the end of a long private lane. Recently refreshed throughout, the home blends its 1860s character with thoughtful modern updates, including a brand new kitchen, all new operable windows with screens, updated baths, and custom window treatments throughout. The result is a peaceful, comfortable river house that feels considered without feeling precious.
4.95 out of 5 average rating, 243 reviewsPopular amenities for Woodland Beach holiday rentals
Other great holiday rentals in Woodland Beach

Entire house sleeps 8 with parking, Wi-fi, kitchen
4.74 out of 5 average rating, 81 reviews
Bright and beautiful home on the Delaware Bay
4.7 out of 5 average rating, 99 reviews
Near DE Turf and Dover AFB with Bowers Bay Views!
4.96 out of 5 average rating, 51 reviews
Beachfront cottage, sleeps 8+, close to DE Turf
4.94 out of 5 average rating, 31 reviews
Family Retreat at Historic Lansdowne Manor
5.0 out of 5 average rating, 62 reviews
Exclusive Lakefront Retreat | The Cottage at Haven
5.0 out of 5 average rating, 83 reviews
Warm, Cozy, Beach Cottage on the Bay
4.85 out of 5 average rating, 86 reviews
Elegant Spacious Family Gem • 20 Min to Wilmington
4.95 out of 5 average rating, 21 reviewsDestinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Virginia Beach Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Pennsylvania Convention Center
- Longwood Gardens
- Broadkill Beach
- Wells Fargo Center
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Rehoboth Beach
- Ocean City Boardwalk
- Philadelphia Museum of Art
- Cape Henlopen State Park
- Betterton Beach
- Temple University
- Willow Creek Winery & Farm
- University of Delaware
- Dover Motor Speedway
- Drexel University
- Diggerland
- Philadelphia Zoo
- 30th Street Station
- Wildwood Boardwalk
- Lincoln Financial Field





