Holiday rentals with outdoor seating in Milford

Tiny home in Lower Township

Four colorful tiny cottage suites are aligned under a blue sky with fluffy clouds. Each suite features distinct pastel-colored exteriors with round windows and front doors in various hues, complemented by modern railings and landscaping that enhances the welcoming vibe.

4.99 out of 5 average rating, 189 reviews

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad

Welcome to The Coastal Quad, New Jersey’s first pocket resort! You will be booking a stay in one of four luxurious, 1BR tiny cottage suites, so each visit is a new adventure! You will enjoy your own private hot tub, fire pit, grill, fenced-in yard, and access to a shared rooftop mini golf course, retro arcade, full gym with sauna, office, laundry facility and more. Located just steps from a quiet bay beach and a short drive to Cape May and Wildwood, this is the most exciting resort at the shore!

4.93 out of 5 average rating, 262 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 wooden deck features two light green Adirondack chairs and a small round table, offering a view of the ocean through trees. The horizon showcases a bright blue sky with scattered clouds, enhancing the serene atmosphere.

4.99 out of 5 average rating, 104 reviews

STEPS-2-BEACH. PET-FRlENDLY. LlNENS lNCLUDED

Peaceful, secluded, tranquil, yet close to attractions. Our home has beach path access directly across the street. Enjoy views from both the front and back, including the Prime Hook Wildlife Refuge from our back deck. Conveniently located at the quiet southern end of Broadkill Beach. While the north side is denser with homes and more crowded, the southern end provides a more private beach experience with fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.

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, 266 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.

4.94 out of 5 average rating, 122 reviews

A modern kitchen area features wooden cabinets, stainless steel appliances, and a stone accent wall. A circular glass dining table is surrounded by wicker chairs, providing a cozy space for meals. The overall layout is bright and inviting, with natural light highlighting the contemporary decor.

Condo in Rehoboth Beach

Cozy Condo on Silver Lake - Walk to the beach!

Located in the middle of a nature preserve on Silver Lake, and walking distance to the beach this end unit condo boasts stunning views and cozy modern decor. Enjoy the pool just steps from your lakeside patio or take a short walk to the beach or town crossing the footbridge (known by locals as turtle bridge.) Lovely boutiques and fine dining in town plus numerous family friendly restaurants. 5 minute drive to Tanger Outlets. Rehoboth Beach parking pass provided with each rental.

4.91 out of 5 average rating, 169 reviews

A spacious living area features a large sectional sofa with a cozy blanket draped over it. A dog relaxes comfortably on the couch. Two windows allow natural light to enter, while a mounted TV and decorative wall art enhance the inviting atmosphere.

Apartment in Milford

Stylish 2BR • Near DE Turf, Beaches & Dining

This brand new 2 bedroom apartment is right in the heart of downtown Milford, walking distance from local boutiques, night life & restaurants. Our apartment is dog & family friendly! We are located 20 minutes from beaches and shopping & about 10 minutes from the DE turf complex! We own a local restaurant & distillery (EasySpeak) and restaurant called Fondue. where you'll receive 20% off at during your stay! WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

An outdoor seating area features a sectional sofa with navy blue cushions and white striped accents. A light-colored table is positioned in the center, surrounded by natural wood decking. A large navy umbrella provides shade, and greenery is visible in the background.

4.87 out of 5 average rating, 109 reviews

Cheerful Bungalow- Near Dogfish + Milton Theatre

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!

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.

4.96 out of 5 average rating, 199 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

Superhost

The exterior of the house is characterized by a striking red facade with white shutters. A decorative porch with intricate woodwork frames the entrance, which is highlighted by a yellow door. The two-story structure reflects classic architectural details typical of historic homes.

Home in Milford

4.81 out of 5 average rating, 218 reviews

Poe Themed Home Close to Beaches and DE Turf

Looking for a unique stay in Delaware? Check out our Edgar Allan Poe themed house. 3 bedrooms and 1 full bath in an historic house built in the late 1800’s. In the heart of beautiful downtown Milford, you’ll be able to walk to coffee shops, restaurants and the historic Riverwalk. **THERE IS NOT A FULL KITCHEN IN THIS UNIT, just a very basic kitchenette. There is a microwave, keurig coffee maker, refrigerator, and toaster oven available for your convenience.

4.97 out of 5 average rating, 207 reviews

A spacious common area features tall ceilings and large windows, allowing natural light to fill the room. Bookshelves line the walls, filled with a diverse collection of books. A comfortable white sofa and glass coffee table create a cozy seating area, with a TV positioned nearby.

Guesthouse in Milton

The Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!

An outdoor deck is featured with comfortable seating and a fire table, inviting relaxation with a clear view of the bay. A grill is positioned nearby, while an umbrella provides shade over the seating area. The surrounding beach landscape is visible in the background.

4.91 out of 5 average rating, 117 reviews

"Sandy Feet" Broadkill Beachfront Home

Beachfront home w/ unobstructed bay views. Your group will enjoy front-row seats to breathtaking sunrises & water views from the elevated LR and wrap-around deck. The expansive deck with grill & fire table is a great place to sip your morning coffee or gather for dinner & enjoy the unobstructed sights & sounds of the bay. Stay and discover what makes Broadkill Beach so special! Linens are not provided but can be rented from local linen companies.

Popular amenities for Milford outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.9 out of 5 average rating, 609 reviews

A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.

Home in Ocean View

Tiny House at Good Earth, near Bethany Beach

4.97 out of 5 average rating, 243 reviews

A charming cottage is visible, featuring white siding and a bright blue door. Lush pink flowering trees frame the front yard, enhancing the exterior. A stop sign and a vehicle can be seen on the road, suggesting a quiet neighborhood setting.

Home in North Cape May

North Cape May Rosehill Cottage

Superhost

The exterior of the beach house is seen from an angle that highlights large windows and a welcoming entryway. A staircase leads to the elevated porch, which features a railing, while a colorful flag adds a touch of character.

4.82 out of 5 average rating, 111 reviews

Delaware Beach Bliss, steps from the sand & surf!

4.84 out of 5 average rating, 208 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

5 out of 5 average rating, 21 reviews

The entrance to the Clayton House is framed by lush ivy. The white facade of the home is complemented by a wide porch with two matching wooden doors, tall white columns, and a light fixture. A stone walkway leads to the porch, bordered by well-maintained greenery.

Home in Dagsboro

The Garden at Clayton House

4.96 out of 5 average rating, 421 reviews

A welcoming entrance is framed by a neat garden featuring colorful flower pots and lush greenery. The front porch includes a comfortable chair and a small table, offering a shaded space. A light brick accent and large bay window contribute to the home's charming facade.

Home in North Cape May

Sunny& Zen Home

4.98 out of 5 average rating, 133 reviews

A large tree provides shade in a grassy yard, with a two-story cottage visible in the background. The home features a porch and is surrounded by lush greenery, creating a serene outdoor environment.

Home in Lewes

Willow Oak Waterview Cottage

4.92 out of 5 average rating, 77 reviews

An aerial view captures a vacation home positioned near the shoreline of Delaware Bay. The house is surrounded by sandy areas and patches of greenery. A road runs alongside, leading to the beach area, where gentle waves meet the shore.

Home in Milford

Beach home with great views.

Apartment rentals with outdoor seating

Apartment in Rehoboth Beach

An aerial view captures a spacious, single-story gray house with a blue metal roof, surrounded by lush green trees. Solar panels are positioned on the roof, while a gravel driveway leads to parked vehicles. A small gazebo is visible in the backyard.

4.87 out of 5 average rating, 306 reviews

Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!

Apartment in Rehoboth Beach

The exterior of a red barn-style structure is highlighted, featuring a wraparound porch with a wooden railing. A large garage door is visible on the lower level, while greenery surrounds the property, offering a serene setting.

4.94 out of 5 average rating, 199 reviews

The Artist’s Barn Studio

4.88 out of 5 average rating, 176 reviews

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

Cozy apartment in a quiet Amish country setting

4.97 out of 5 average rating, 631 reviews

A spacious living area is captured, featuring modern decor and large windows allowing natural light. A 72" TV is positioned against the wall, accompanied by a comfortable seating arrangement. A dining area with stylish bar stools and a patterned area rug enhances the inviting atmosphere.

Apartment in Lewes

Sandy Blessings

5 out of 5 average rating, 108 reviews

The exterior of a historic Italianate style house features multiple American flags displayed prominently along the expansive porches. Intricate woodwork and balustrades are visible, along with neatly trimmed shrubbery at the base of the building.

Apartment in Cape May

Quintessential Cape May

Apartment in Rehoboth Beach

An open living area showcases a modern kitchen with dark cabinets and a marble countertop. A wooden dining table is set for six, and large windows allow natural light to fill the space. The seating area features a comfortable sofa and a small side table.

4.92 out of 5 average rating, 128 reviews

Sand & Surf Condo with Pool

4.93 out of 5 average rating, 362 reviews

A cozy bedroom features a queen bed adorned with a blue and white patterned blanket. Two bedside lamps provide soft lighting, while a decorative mirror and wall art add charm. Bright light filters through two windows with white blinds, enhancing the serene atmosphere.

Apartment in Cape May

Charming Cape May Apartment - Energize & Relax!

4.95 out of 5 average rating, 123 reviews

An open living space features a comfortable gray sofa adorned with decorative cushions, paired with a round coffee table. Natural light spills in from nearby windows, highlighting a simple area rug on the wooden floor. A partial moving wall offers a sense of privacy.

Apartment in Rio Grande

The perfect APT near everything!

Condo rentals with outdoor seating

4.97 out of 5 average rating, 301 reviews

The living area features a modern design with a sleek Italian leather sofa and a wall-mounted flat-screen TV. An electric fireplace is installed beneath the TV, while a coffee table and a single chair complement the space. Ample natural light enters through a nearby window.

Condo in Ocean City

Bluewater Couples Escape

4.99 out of 5 average rating, 462 reviews

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.

Condo in Rehoboth Beach

High Tech Hideaway: The modern beach lifestyle

A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.

4.99 out of 5 average rating, 177 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

A cozy bedroom features a spacious bed with a patterned gray comforter and a pink accent pillow. Two framed artworks are mounted on the wall above the bed. Light emanates from bedside lamps, and a window with blinds offers views of a twilight sky.

4.82 out of 5 average rating, 106 reviews

Where the Locals Live!!

4.85 out of 5 average rating, 197 reviews

Spacious Condo•Pond Views•Centrally located

4.99 out of 5 average rating, 107 reviews

A newly renovated living space features an open layout with a dining area and modern kitchen. A private deck is visible outside, showcasing comfortable seating. In an adjacent area, a cozy bedroom is presented with soft bedding and stylish decor, highlighting a welcoming ambiance.

Condo in Cape May

Enjoy the Heart of Cape May. Walk everywhere.

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, 157 reviews

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