Holiday rentals with outdoor seating in Milton

A bright living area features a comfortable sofa and a blue accent chair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a white media unit. Natural light enters through sliding glass doors, leading to a small balcony with outdoor seating.

4.99 out of 5 average rating, 152 reviews

Mimi’s Place @ The Villages of 5 Points in Lewes

You will enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 15+ restaurants, 5 you can walk to (2 blocks away), nail salon, a hair salon, grocery store and a CVS (4 blocks). We need pictures of everyone’s license and theperson booking must be at least 25 years of age. We a4 beach chairs & umbrellas are in closet on outside porch.

4.92 out of 5 average rating, 253 reviews

A cozy bedroom features a full-sized bed covered with a nautical-themed quilt. A nightstand and a dresser with multiple drawers are situated against the walls. Decorative wall art adorns the yellow walls, while soft lighting creates a welcoming ambiance. A plush area rug adds warmth to the space.

Guest suite in Lincoln

Nicencozy, near DE Turf, Bayhealth, beaches, AFB

Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

A serene view of a sandy beach leading towards the ocean is depicted. A wooden fence with wire stretches along the path, bordered by patches of tall grass. The gently rolling waves and soft sky create a calming atmosphere.

4.99 out of 5 average rating, 453 reviews

High Tech Hideaway: The modern beach lifestyle

Live the beach lifestyle with every modern convenience! Roomy 2 bedroom, 2 bath condo only 10 mins from Rehoboth, Lewes and Dewey. Surrounded by craft beer, tax-free outlet shopping, and fantastic food. Cleanings exceed CDC guidelines. Three 65" 4k TVs with 221+ channels, Apps, touchscreen Amazon Echos, dimmable LED lighting, and ultra high speed wi-fi. Fully renovated with luxurious flooring, quartz countertops, and new furniture. Free washer/dryer, free coffee, free parking, and water views.

4.96 out of 5 average rating, 112 reviews

The image captures a sandy beach scene with gentle dunes and a wooden fence leading to the ocean. The sun casts a warm glow over the water, illuminating the horizon where the sea meets the sky. Grasses sway softly in the foreground.

Home in Milford

Pet Friendly Home In A Private Beach Community!

Forget your worries in this spacious and serene space. Single-floor home with a very short walk to quiet Bay Beach. Spectacular 4 season Sunroom facing west over Primehook's 10,000-acre National Wildlife Refuge. Stunning sunsets and birding while dining or just relaxing after a day at the beach make this room a favorite. The home offers views of Delaware Bay. There is an outdoor shower for rinsing away the day's salt and sand. The fully fenced backyard includes a grill and space for your dog!

4.99 out of 5 average rating, 196 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!

The exterior of a historic blue home is captured in this image. The house features two levels, with a gable roof and a welcoming front door. Brick accents are visible near the foundation, complemented by a neatly maintained yard and surrounding greenery.

4.83 out of 5 average rating, 263 reviews

Glennie's Place Quiet Historic Street/Town

A small historic home in the city of Milton, De. Milton offers small USA hometown charm that is close the world famous Delaware beaches. This home was lovingly upgraded, renovated by Glennie's grandson. Enjoy the sunshine off of the back deck while preparing your BBQ. Take a short walk to Milton's city park which is a few minutes from the house off of the Broadkill River. Check out some of the gift shops, eateries, The Milton Theatre, or a tour of the world renown Dogfish Head Brewery.

4.95 out of 5 average rating, 186 reviews

A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.

Tiny home in Lewes

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Superhost

4.87 out of 5 average rating, 104 reviews

Cheerful Country Bungalow - Near Dogfish Brewery

Welcome to our charming retreat on the outskirts of Milton, where comfort meets simplicity! Perfect for families and friends, our home features two inviting bedrooms, a cozy sofa bed, and a bathroom for a peaceful escape from city life. Just a short walk or bike ride away, you’ll find downtown Milton's attractions, including Dogfish Head Brewery, great dining options, and the historic Milton Theatre. Enjoy a delightful blend of relaxation and adventure in this inviting haven!

A modern living room features a large, L-shaped blue sectional sofa accented with bright throw pillows. A round coffee table sits at the center, adorned with a decorative tray. Soft lighting from a nearby lamp complements the colorful wall art and greenery from a potted plant.

4.99 out of 5 average rating, 168 reviews

Downtown * Walk to the Beach * Free Bikes

Walk & bike everywhere. Explore Lewes (loo-iss) & scenic Coastal Delaware. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit Wi-Fi (950/880 Mpbs) ✔ Roku TV w/ free YouTube tv cable channels ✔ Parking is plentiful & linens are included *Bonus* Two complimentary bicycles provided

Guesthouse in Rehoboth Beach

The structure features a modern design with a wooden exterior and large glass windows. A spacious deck is accessible from the upper level, surrounded by lush greenery. The ground floor includes a stone facade with garage doors, creating a harmonious blend with the natural surroundings.

4.86 out of 5 average rating, 338 reviews

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

4.96 out of 5 average rating, 195 reviews

A blue decorative anchor rests on a white surface, featuring a rustic rope detail. The soft lighting highlights the anchor's design, creating a nautical theme. A blurred background suggests a bright and airy space, complementing the apartment's beach-inspired decor.

Apartment in Milton

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front

4.84 out of 5 average rating, 194 reviews

A coastal farmhouse-style home is framed by lush greenery and colorful flowerbeds. The exterior features a light-colored facade with multiple windows. A bench sits among the landscaping, inviting moments of relaxation in the serene environment.

Home in Georgetown

Maplewood - Simply Comfortable, Dog Friendly

Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

Popular amenities for Milton outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.99 out of 5 average rating, 96 reviews

Cedar Bay- Short Drive to Outlet-Near Golf & Beach

5 out of 5 average rating, 6 reviews

Private Master Suite

4.94 out of 5 average rating, 126 reviews

This two-story beach home features a welcoming exterior with a front staircase leading to a covered porch. Decorative elements include windows with elegant arches and a combination of siding and shingle finishes. The surrounding area is landscaped with stones and greenery.

Home in Milford

Sandcastle at the Bay/Beach Front Home- 3BR/2FB

The large kitchen features modern appliances, including a stainless steel refrigerator and a built-in microwave. A center island provides additional seating with two bar stools. A dining table with six chairs is set for meals, and abundant natural light fills the space through multiple windows.

5 out of 5 average rating, 23 reviews

Heidi’s Milton Farmhouse

4.99 out of 5 average rating, 263 reviews

The living area features a neutral sofa with decorative pillows, complemented by two armchairs. A wooden coffee table sits atop a colorful area rug. Natural light floods the space through large windows, and wall decor adds a touch of personality.

Home in Rehoboth Beach

Midway Magnolia-3BR/2BA Home, dog-friendly

Superhost

A spacious dining area features a large wooden table surrounded by eight chairs. A decorative mirror hangs above the table, reflecting warm light from a unique pendant fixture. A doorway leads to a well-lit bedroom, with the bed visible through the open door.

Home in Rehoboth Beach

4.88 out of 5 average rating, 144 reviews

Secluded Coastal Cottage • Just 9 Min to the Beach

5 out of 5 average rating, 42 reviews

A bright bedroom is presented with a spacious bed dressed in crisp white bedding. Natural light streams through several windows adorned with woven shades, revealing views of the lush outdoors. A large mirror and decorative tray add to the room's charming décor.

Home in Lewes

Lewes Carriage House : Winter Luxe, Warmth & Quiet

4.96 out of 5 average rating, 120 reviews

A charming two-story home is displayed, featuring a light brown exterior and a welcoming front porch. The porch is lined with white railings and steps leading to a grassy area. The front door is framed by large windows, blending comfortably with the surrounding landscape.

Home in Lewes

Relax, Party, Beach, Repeat!

Apartment rentals with outdoor seating

4.91 out of 5 average rating, 169 reviews

The kitchen area features a blend of modern style and warmth, with white cabinetry and black tile backsplash. A spacious countertop is complemented by a stainless-steel sink. The living space showcases a comfortable dark sofa and decorative wall art, adding character to the room.

Apartment in Milford

Stylish 2BR • Near DE Turf, Beaches & Dining

5 out of 5 average rating, 50 reviews

An open-concept living and dining area features reclaimed wood ceilings with exposed iron trusses. A spacious sectional sofa is accompanied by a wicker side table. A wooden dining table with six seats sits adjacent to a modern kitchen, creating an inviting space for gatherings.

Apartment in Lewes

Upscale Downtown Suite in Lewes

Apartment in Bethany Beach

An airy living space is presented from an aerial perspective, featuring two patterned sofas facing a light-colored coffee table. A television is positioned on a cabinet against one wall, with natural light filtered through sheer curtains enhancing the open feel of the room.

4.88 out of 5 average rating, 148 reviews

Sea Colony Beach And Tennis Resort

The image showcases the exterior of a charming second-floor apartment, featuring a wooden deck with a small dining table and chairs. A decorative awning covers the entrance, while greenery surrounds the building, enhancing the inviting atmosphere. The unit number, 36C, is displayed near the door.

4.87 out of 5 average rating, 121 reviews

Casa Junior | Private Apartment 1 block to beach!

A cozy living area features a grey sectional sofa and a sleek television mounted above a modern fireplace. Large windows provide ample natural light, while decorative shelving and a console add to the home's contemporary style. A dining area is positioned nearby, with white chairs and a wooden table.

4.96 out of 5 average rating, 108 reviews

3brd /2bth Roof Top Deck & Condo

4.98 out of 5 average rating, 262 reviews

A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.

Apartment in Ocean City

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

A comfortable living area features two navy blue sofas positioned around a round coffee table on a light-colored rug. Natural light enters through large windows, with outdoor seating visible in the screened-in balcony area. Decorative wall art adds a welcoming touch.

4.91 out of 5 average rating, 78 reviews

Cozy Condo at Creekwood

A comfortable seating area features a dark blue sofa adorned with striped pillows, positioned in front of a rustic coffee table. Two lamps flank the sofa, illuminating the space. Above the couch, three framed nautical-themed decorations are displayed.

4.98 out of 5 average rating, 105 reviews

Rehoboth Beach 2BR/2BATH Condo

Condo rentals with outdoor seating

4.97 out of 5 average rating, 143 reviews

The living area features a light gray sectional sofa with colorful accent pillows, situated within a bright space. A wooden console table is placed against the wall, and light fixtures illuminate the open kitchen area in the background.

Condo in Dewey Beach

Luxury water-view condo with high-end finishes

A serene bedroom features a spacious bed adorned with a textured navy quilt, flanked by two bedside tables with lamps. Natural light enters through a window, illuminating the light blue walls. A dresser and decorative mirror complement the calming atmosphere.

4.99 out of 5 average rating, 158 reviews

Family Friendly Top Floor Condo Near Boardwalk

4.98 out of 5 average rating, 132 reviews

The living area features a large, L-shaped fabric sofa with soft cushions, positioned beside a wooden coffee table. A decorative wall art piece is displayed over the sofa, and sunlight filters through the window adorned with sheer curtains, creating a bright and cozy atmosphere.

Condo in Dewey Beach

Dewey Beach Condo 2BR+sofa bed. Walk to the beach!

A dining area features a wooden table surrounded by six chairs, situated on a patterned rug. A woven pendant light hangs above the table. Large windows provide a view of the outdoors, with sheer curtains softly filtering the natural light.

4.85 out of 5 average rating, 189 reviews

Elegant 3-Bedroom Condo in Lewes with Pond Views

A light-filled living area features a comfortable seating arrangement with two red chairs and a cozy couch, accompanied by a round coffee table. A wall-mounted TV is situated above an electric fireplace, enhancing the space's inviting atmosphere. Large windows offer views of the outside.

4.94 out of 5 average rating, 288 reviews

Spacious| Modern &Cozy| Pool| Close to the Beaches

A dining area is showcased with a grey table set for six, surrounded by vibrant yellow chairs and a metal wire-frame chair. A modern light fixture hangs above, and a decorative wreath adorns the wall, complemented by abstract artwork on either side.

4.98 out of 5 average rating, 197 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

4.95 out of 5 average rating, 300 reviews

The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.

Condo in Ocean City

Direct Oceanfront with a View and Amenities Galore

A balcony view showcases the ocean, with serene waves and sandy shores. Large glass doors allow natural light to flood the interior, while outdoor seating and potted flowers add a charming touch to the space.