Cottage vacation rentals in Lewes

Cottage in North Cape May

A light blue cottage is showcased, featuring a welcoming front door and multiple windows. The neatly maintained lawn surrounds the home, enhancing its curb appeal. A fence is visible in the background, providing a sense of privacy and security.

4.88 out of 5 average rating, 129 reviews

Rose Cottage of North Cape May - Dog Friendly!

Come enjoy our lovely cottage w/ a fenced in yard. We are family friendly & welcome well-behaved dogs (+$25 a night). Ample street parking in front. Central A/C, heat, a full kitchen, beautiful deck, shed & more. Near Bay & Ocean Beaches, Historic Cape May, Shopping, the Cape May Ferry, wildlife park. NO LINENS, NO SHEETS, NO BLANKETS, NO TOWELS, NO BEDDING WILL BE PROVIDED. Blue bedspreads are dust covers between tenants. Bring all your own linens! Local linen services available: Linen Ladies

4.95 out of 5 average rating, 169 reviews

A two-story beach cottage is shown, featuring a spacious upper deck with outdoor seating and vibrant green chairs situated on a sandy area below. A stairway provides access to the deck, while the clean white siding complements the clear blue sky.

Cottage in Ocean City

Pet Friendly - West OC Cottage Fenced yard!

Pet Family - near Sunset Marina Hangout & chill in cozy beach cottage YEAR ROUND, close to serene Assateaque Island, many walkable restaurants. This is Pet friendly with fenced yard-bring your 4 legged friends! Sit by the backyard fire pit while looking at the magnificent star filled sky & hear the fishing boats come & go! Fun place! ORDER YOUR CRABS TO GO & sit on enclosed porch to eat & enjoy! Take a break with the beautiful setting! Relax and enjoy with your furry family-Peaceful but FUN!

4.9 out of 5 average rating, 262 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, 207 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.

4.99 out of 5 average rating, 198 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 by Thanksgiving until the end of January!! 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!

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.

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

Up and coming West Rehoboth neighborhood. One block from Revelation Brewery and Tomato Sunshine, a few blocks from Tanger Outlets. Close to popular bars and restaurants. 25 minute walk to boardwalk and beach. Easy access to downtown and Rt 1. Next to Rehoboth-Lewes Bike Trail. New cottage is spacious and features 3 bedrooms, 3 baths, laundry, and a furnished 18 x 12 screened in porch. Also fully fenced yard with grill, shower, and parking for 4 cars. * Dogs are welcome pet fee $125.

A charming cottage features a sloped blue roof and a welcoming front porch. An American flag is displayed, and two comfortable chairs are visible. Lush greenery and blooming hydrangeas surround the cottage's exterior, creating a serene outdoor space.

4.93 out of 5 average rating, 391 reviews

B Street Cottage

Looking for serenity and sunshine? Try this little gem from the 50's tucked away in the heart of the "Forgotten Mile"- Dewey Beach/Rehoboth's best kept secret. The beach is a quiet 10 minute walk along Lake Comegys and Silver Lake. Popular eateries, Rehoboth Ale House and Big Fish are close by. Fifer's Farm Market and Cafe and The Surf Shack are just around the corner. Perfectly situated on the beach side of Highway 1 just minutes away from Rehoboth Avenue and downtown Dewey Beach.

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.

4.99 out of 5 average rating, 344 reviews

A cozy living area features a comfortable sofa and armchair arranged around a wooden coffee table. A television stands on a dark wooden cabinet, and natural light enters through a window adorned with a bamboo shade. A simple decorative touch is added by a piece of art on the wall.

Cottage in West Cape May

West Cape May Cottage

The cottage is close to the premier birding area of the eastern migratory route , The rural setting is minutes from the city center, art and culture, restaurants and dining.Close to the Beach , Willow Creek Winery, Beach Plum Farm,Cape May Nature Conservatory, the Meadows and numerous hiking trails. The cottage is perfect for couples, solo adventurers, and business travelers. A quiet peaceful setting. The cottage is not childproof and not suitable for children 2 to 12 years.

4.83 out of 5 average rating, 278 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.

4.99 out of 5 average rating, 145 reviews

A serene view of the sunset over the water, with golden light reflecting on the surface. Grassy banks extend along the shoreline, and the distant horizon showcases gentle landforms. The scene exudes calm, complemented by soft clouds in a pastel sky.

Cottage in Milford

"Mary's Place" Sunsets, walks on the beach , bird watching & more

Welcome to Mary's Place! Wait until you see the amazing views from the roof deck, which overlooks the Prime Hook Wildlife Refuge. The Sunsets are spectacular, and it's a bird watchers dream! Mary's Place has a large screened porch and a large outdoor shower. Enjoy walks on the beach along the Delaware Bay, which is directly across the street. Bikes are available for your enjoyment. Dogfish Brewery and several restaurants are less than 10 miles away in the town of Milton.

Popular amenities for Lewes cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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, 93 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

4.63 out of 5 average rating, 8 reviews

Beach Suite 2 King Beds Pet Friendly Canalside Inn

4.89 out of 5 average rating, 54 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 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, 195 reviews

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

Superhost

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, 100 reviews

Dog Friendly Fenced In Backyard Cozy Home

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

Superhost

A charming cedar cottage is surrounded by lush greenery, featuring a green metal roof and a welcoming front porch. A white picket fence outlines the property, with gravel pathways leading up to the entrance. Mature trees provide a natural canopy, enhancing the peaceful setting.

Cottage in Delmar

4.88 out of 5 average rating, 102 reviews

The Good Vibe Cottage

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

4.86 out of 5 average rating, 172 reviews

An open living area features a cozy seating arrangement and a television. A dining table with several white chairs is positioned near large windows, allowing natural light to illuminate the space. The kitchen area, equipped with wooden cabinets and appliances, is visible in the background.

Cottage in West Cape May

Sunshine Cottage ~ Pet Friendly & Great Location!

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!

Cottage in North Cape May

A charming beach house is visible, featuring a light exterior with a striking red door. Flower planters add color to the front. A detached garage stands to one side, while a manicured lawn provides a welcoming entrance.

4.96 out of 5 average rating, 139 reviews

Beach Life is the Sweet Life, 3 bedrooms, 4 beds

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

4.9 out of 5 average rating, 178 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

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

4.98 out of 5 average rating, 112 reviews

A cozy living room features a blue sofa adorned with decorative pillows and a colorful floral armchair. A glass-topped coffee table is positioned on a round jute rug. A ceiling fan hangs above, while natural light streams through large windows, highlighting the indoor fireplace and wall-mounted television.

Cottage in Cape May

Newly Renovated Turn of the Century Beach Cottage

4.81 out of 5 average rating, 26 reviews

Dock Holiday - Waterfront A-frame Cottage