Cottage holiday rentals in Fenwick Island

4.9 out of 5 average rating, 183 reviews

A single-story home sits nestled among lush greenery, featuring a welcoming front porch with a wooden railing. A set of steps leads up to the entrance, flanked by large windows adorned with green shutters, complementing the home's neutral exterior.

Cottage in Ocean Pines

Cozy Beach Getaway in the Lovely Ocean Pines North

Welcome to our Cozy Beach Getaway!! ☀️🌊👙⛱️🐚🏖️🌞🌅⛅️ This beautiful and peaceful home is located in Ocean Pines North. 3 bedrooms, 2 bathrooms. Peaceful front porch and back deck. 🏡🏝️ Whether you’re looking for a summer family vacation, girls weekend getaway, or just a break from reality, this is the perfect place! Washer/dryer 🧺, two smart TV’s 📺, driveway fits 4 cars comfortably 🚗. Enjoy the hustling city of Ocean City during the day and stay in the tranquility and peaceful Ocean Pines at night! 🏖️💞☀️

4.9 out of 5 average rating, 263 reviews

The exterior of a charming cottage is surrounded by green grass and trees. The wooden shingle siding complements the white trim around the windows and doors. A pathway leads to the entrance, and an American flag is displayed on the front porch, hinting at a welcoming atmosphere.

Cottage in Ocean View

Basil Cottage at Good Earth, near Bethany Beach

Welcome to the "Basil Cottage" at Good Earth. The cottage is the perfect size for a family, with 2 bedrooms (1 queen bed, and 2 single beds) a kitchen, and a living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include an on-site restaurant, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, two cottages, a "glamper", and 4 tent sites. Staying at Good Earth is more than just a beach trip.

The spacious kitchen features a large island with four barstools. Brightly lit pendant lamps hang above the island, and a farmhouse sink is positioned under the window. Cabinets are stylishly finished in navy blue, complemented by light countertops and backsplash.

4.96 out of 5 average rating, 210 reviews

Hot Tub, Fire Pit, Private Back Yard, Relaxing

Stylish, beautifully appointed, spacious home with original paintings by local artist, Laura Erickson. 4 Bedroom/2 Bathroom with brand new hot tub & very private large back yard located in Rehoboth Beach 3 miles from the downtown strip. 1 mile to grocery & liquor stores, pharmacies etc. Dewey Beach, Lewes Beach and Rehoboth Beach all within 5 miles. Driveway that can accommodate up to 5 vehicles. We go above and beyond to ensure the best experience. See our reviews on our other properties.

5 out of 5 average rating, 201 reviews

A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.

Cottage in Frankford

19th Century Cottage with Modern Amenities

Book your Hallmark Christmas stay today, fully decorated until the end of January with low rates!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

4.93 out of 5 average rating, 136 reviews

A charming beach cottage features a welcoming front entrance with a brick pathway. Lush greenery and blooming flowers line the yard, complementing the light-colored exterior. Several windows allow natural light to brighten the interior, with distinctive architectural elements reflecting its historic character.

Cottage in Bethany Beach

Historic Bethany Beach Cottage Short Walk to Beach

Quaint, historic beach cottage only 1½ blocks from the beach and only one block from downtown Bethany Beach! 4 min WALK to EVERYTHING - beach, boardwalk, restaurants, shopping, playground, mini golf and free outdoor concerts! 5 BRs (sleeps 16), 2 full & 2 half baths. Enclosed front, side & back porches & gazebo. Outdoor dining. Outdoor shower, gas grill, bikes, beach chairs, backyard. Fully-equipped kitchen w/dishwasher. WiFi, A/C, DirecTV, laundry. Off-street parking for 4 cars.

A tranquil garden path leads to the cottage entrance, flanked by lush greenery and vibrant flowers. A small fountain gently flows, surrounded by well-manicured grass and white gravel. The serene ambience is highlighted by the dappled sunlight filtering through the leaves.

4.97 out of 5 average rating, 284 reviews

Charming, Historic Lewes Cottage

This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

4.91 out of 5 average rating, 109 reviews

A charming beach cottage in a vibrant blue hue is framed by a black gate and a wooden fence. Lush greenery and blooming azalea bushes add color to the entrance, leading to a pathway illuminated by natural light. A gentle slope of trees enhances the tranquil setting.

Cottage in Dewey Beach

Shady Shore Cottage in North Dewey Beach

Charming Mid-Century beach cottage located in north Dewey Beach. Relax and enjoy one of the original beach cottages built in Rehoboth by the Sea in the 1960s. Only two blocks to the ocean and a short walk to restaurants in downtown Dewey or take a trolley ride to Rehoboth Beach for more restaurants and shopping. No parking pass needed - there's room for 4 cars in the driveway. Feel free to borrow the 3 beach chairs and enjoy the outdoor shower when you get back from the beach.

4.83 out of 5 average rating, 280 reviews

A charming beach cottage is displayed in an A-frame design, featuring a large front porch with white railings. Windows are covered by striped awnings, allowing natural light to filter in. The landscaped yard includes low shrubbery, adding to the inviting exterior.

Cottage in Bethany Beach

A-mazing Beach Cottage on Canal & Trolley Route

Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

A cozy sleeping area features a soft blue quilt covering the spacious bed, adorned with colorful dog-themed pillows. A neatly folded stack of white towels rests on the bed, while a bedside lamp provides gentle lighting, enhancing the room's warm ambiance.

4.95 out of 5 average rating, 198 reviews

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

JoJo's Cottage is a clean and cozy pet friendly 4 bedroom 2 bath home. Featuring a 4-5 person hot tub open year round! Sleeps 7 comfortably and has ample space for your favorite fur baby to run and play with a 6 foot fenced in yard. Linens & towels provided for your relaxing stay. Centrally located in the Breezewood community between Lewes and Rehoboth Beaches, just minutes to the Outlets and dozens of amazing restaurants nearby. We hope you enjoy your stay at JoJo's Cottage!

4.97 out of 5 average rating, 132 reviews

The cottage is surrounded by lush greenery and autumn foliage. The exterior showcases a combination of siding and a shingled roof. A screened porch offers a welcoming entrance, while a black grill is positioned nearby. Various outdoor elements, including tall grasses, enhance the inviting curb appeal.

Cottage in Sussex County

Private Cottage * 1 bedroom+loft * Rehoboth Beach

Welcome to Salt Box Cottage! I am thrilled to share my dream vacation home with you! You will be a short distance away from all that Rehoboth, Dewey and Lowes Beaches have to offer. You will have access to 2 bicycles and beach chairs during your stay. When you are not out and about you will have access to the entire cottage, which is well appointed with a full kitchen, towels, linens, laundry room across the way and 2 free parking spots.

The exterior of the beach cottage features light gray siding with white trim and multiple windows. A set of steps leads to a welcoming entrance, bordered by landscaping that includes bushes and flowering plants. Sunlight brightens the scene, showcasing the cottage's inviting facade.

4.98 out of 5 average rating, 102 reviews

Downtown, walk to everything!

Welcome to the Sandbar, our family friendly 3 bedroom 2 bathroom beach cottage. New to the market and freshly updated with wifi, 4K Ultra HD Tv's, wireless audio system, well appointed kitchen with new cookware, updated bathrooms, private fully fenced patio, outdoor shower, beach gear, 2 adult bikes, and 2 off street parking spaces. Park your car and walk to the restaurants, shops, boardwalk, and beach.

4.98 out of 5 average rating, 263 reviews

A comfortable seating area is presented with a light-colored sectional sofa adorned with blue accent pillows. A small black side table sits nearby, accompanied by a woven area rug. Natural light enters through two covered windows, while a floor lamp provides additional illumination.

Cottage in Sussex County

Classic Cottage for Two, Rehoboth Beach

Enjoy our sweet cottage that's close to the beach - it's less than a mile away! Our cottage is cozy and comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping and outdoor activities. Our charming screened-in porch is the perfect spot to relax and enjoy reading a book, having dinner and cocktails, or doing nothing at all!

Popular amenities for Fenwick Island cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The front exterior of the creek house is shown, featuring a welcoming porch with steps leading up. A colorful flag waves gently, and vibrant greenery surrounds the area, while a white railing offers a pleasant border. The house has a light beige facade complemented by green accents.

Cottage in Newark

4.89 out of 5 average rating, 54 reviews

Cropper Creek House

A view of an outdoor area featuring a waving American flag illuminated by soft string lights. The scene includes a backdrop of lush green grass and trees, with a serene canal reflecting the evening sky's colors.

Cottage in Bethany Beach

4.82 out of 5 average rating, 22 reviews

Bethany Beach Sea Colony Canalside Sleeps 7

4.89 out of 5 average rating, 94 reviews

The open living space features light wooden paneling and natural light streaming through multiple windows. A blue sofa faces a flat-screen TV, while a small dining table with stools is positioned nearby. The kitchen area is equipped with modern appliances for convenience.

Cottage in Dewey Beach

Uncle Buck's

5 out of 5 average rating, 6 reviews

A spacious living area features a brown sectional sofa adorned with patterned cushions. Skylights bring natural light into the room, highlighting the beams of the ceiling. A wooden coffee table sits in front, with a view extending towards a well-equipped kitchen area in the background.

Cottage in Frankford

Outdoorsy Cottage, Pet Friendly, Hot Tub & FirePit

A bright and open suite layout features a spacious bed, a kitchenette with modern appliances, and a small dining area. Natural light highlights the sleek design, while the wood-style flooring adds warmth to the space.

Private room in Rehoboth

4.56 out of 5 average rating, 9 reviews

Beach Suite 2 King Beds Pet Friendly Canalside Inn

4.87 out of 5 average rating, 55 reviews

The cottage exterior features a welcoming design with a red front door, surrounded by a gravel pathway and lush greenery. Large windows brighten the facade, while a porch with railings offers a relaxing space to enjoy nature.

Cottage in Selbyville

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV

A fully remodeled kitchen features a large island with seating for six. Stainless steel appliances are positioned alongside quartz countertops. A ceiling fan provides airflow, and colorful wall accents add warmth. Natural light streams through the window, illuminating the modern design.

4.67 out of 5 average rating, 6 reviews

Lewes beach family cottage

Pet-friendly cottage rentals

4.94 out of 5 average rating, 51 reviews

The exterior of a charming blue cottage is surrounded by lush greenery and vibrant pink flowers. A spacious front porch is visible, complete with white railings. The entrance features an arched window above the door, creating an inviting entrance that blends with the natural surroundings.

Cottage in Ocean Pines

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD

4.98 out of 5 average rating, 63 reviews

The exterior of the cottage is displayed, featuring a welcoming front porch with seating. Lush greenery surrounds the home, and a gravel pathway leads to the entrance. Large windows allow natural light, and a decorative plant is positioned near the entrance.

Cottage in Ocean Pines

3-bedroom cottage in Ocean Pines

A comfortable living area features a warm leather sofa complemented by decorative pillows. A wooden coffee table sits atop a patterned rug, and hexagonal shelves display greenery on the light blue wall. Natural light filters in, enhancing the cozy atmosphere.

4.95 out of 5 average rating, 103 reviews

Dog Friendly Fenced In Backyard Cozy Home

An inviting entrance features a bright white door adorned with a decorative wreath. Lush white hydrangea flowers bloom vibrantly in the foreground, complementing the blue exterior of the cottage.

4.86 out of 5 average rating, 210 reviews

BnB’s Dog-Friendly Cottage

4.83 out of 5 average rating, 93 reviews

A light gray cottage features multiple windows, allowing natural light to brighten the interior. A welcoming front porch with yellow chairs invites relaxation. The exterior is complemented by a decorative white lattice skirting, enhancing the home's coastal charm.

Cottage in Milton

Bayshore Cottage, Steps to the beach!!

4.83 out of 5 average rating, 69 reviews

The exterior of a charming beach bungalow is seen, featuring a light grey facade and a welcoming front porch with a screened-in area. Colorful flowers are planted along the walkway, and lush greenery surrounds the property, creating a serene outdoor setting.

Cottage in Ocean View

OV Central Beach Cottage

A cozy living area is highlighted by a yellow armchair and a white accent chair. A small table with a blue lamp stands beside them. Natural light filters through the partially covered windows, and a television is mounted on the wall opposite the seating.

4.96 out of 5 average rating, 107 reviews

Cozy Cottage Close to Downtown Built in 2021

4.81 out of 5 average rating, 16 reviews

A light-filled living area showcases a navy sofa facing a mounted television. A striped ottoman sits on a woven rug, while a plant adds a touch of greenery. Dining chairs and natural light from surrounding windows create an inviting space for relaxation.

Cottage in Ocean City

Bungalow 611

Private cottage rentals

4.87 out of 5 average rating, 155 reviews

The entryway features a well-maintained paver stone patio with space for seating. A door with a window leads into the cottage, with a white picket fence and adjacent outdoor furniture visible. The area is designed for relaxation in a quiet setting.

Cottage in Dewey Beach

Clayton Street Guest House - Better than a hotel!

A welcoming entrance to Angola by the Bay is captured at sunset, featuring a large, well-lit sign with the community's name. Soft hues of orange and purple fill the sky, and the surroundings include neatly landscaped greenery and a paved road leading into the community.

4.85 out of 5 average rating, 120 reviews

'Cottage by the bay', sleeps 8 near Rehoboth beach

The exterior of a light blue house is surrounded by tall trees, providing ample shade. A welcoming front porch features a railing and four chairs, inviting relaxation. The roof is gently sloped, and the home showcases a chimney at the peak.

4.91 out of 5 average rating, 35 reviews

Relaxing Beach Cottage

A charming guesthouse is pictured, featuring a green roof and light-colored exterior. Windows are arranged in a welcoming manner, surrounded by well-maintained landscaping, including grass and decorative plants. The inviting porch is accessible, enhancing the outdoor appeal.

5 out of 5 average rating, 53 reviews

Unique Creative Private Cottage Gated Acreage

Superhost

A welcoming entrance features a blue exterior with white trim and an American flag displayed. Two chairs sit on the wooden steps, accompanied by colorful flower beds and decorative lanterns. The peaceful surroundings are enhanced by additional small flags placed nearby.

Cottage in Frankford

5 out of 5 average rating, 4 reviews

5 Miles to Beach Quiet Secluded 3 Bedroom Cottage

4.81 out of 5 average rating, 26 reviews

Dock Holiday - Waterfront A-frame Cottage

Superhost

An inviting living area features a blend of furnishings, including a dark sectional sofa with decorative cushions and an orange chair. Natural light filters through the windows, illuminating the textured ceiling and light wood flooring. A central coffee table is accompanied by minimal decorative accessories.

Cottage in Ocean City

4.63 out of 5 average rating, 68 reviews

Newly Renovated with free parking on premises

The cottage is set amidst a wooded area, featuring a screened-in porch at the front. Two American flags adorn the porch, with gravel pathways leading to the entrance. The exterior is painted in a light yellow color, surrounded by bare trees.