Holiday rentals with outdoor seating in Milton

4.95 out of 5 average rating, 121 reviews

Guesthouse in Lewes

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment right off the bike trail. The space provides privacy & convenience to Lewes activities with tropical landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: bike to Old World Bread Bakery, Vino Del Mar & Lewes Brewing Company

Great locationfood serviceExcellent service

A spacious living area features two large sofas, one being a queen sleeper bed. A wooden coffee table sits on a neutral area rug. A dresser and smart TV are positioned along the wall, with a dining area visible through an open layout.

5 out of 5 average rating, 101 reviews

Coastal 2BR • 10 min to Beach & Trails

Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

Great locationCleanWell-equipped facilities

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, 196 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Great locationWell-equipped facilitiesGreat stay

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, 267 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.

Great locationFriendly hostClean

4.95 out of 5 average rating, 108 reviews

An aerial view of the Blue Bird Cottage is presented, surrounded by a lush expanse of mature trees. The quaint cottage sits on a spacious green lawn, illustrating the serene and private setting within a forested area.

Cabin in Lewes

Tiny Living: The Blue Bird Tree House 1BR/Den

Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs.

Great locationQuiet surroundingsStylish design

4.94 out of 5 average rating, 199 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.

Great locationQuiet surroundingsStylish design

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.

4.88 out of 5 average rating, 118 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!

Great locationFriendly hostExcellent service

4.99 out of 5 average rating, 107 reviews

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see them.

Great locationGreat stayQuiet surroundings

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.

Great locationStylish designSafe

4.97 out of 5 average rating, 202 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

Great locationSafeStylish design

4.97 out of 5 average rating, 208 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!

Great locationFriendly hostWell-equipped facilities

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, 123 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.

Great locationWell-equipped facilitiesGreat stay

Popular amenities for Milton outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.97 out of 5 average rating, 127 reviews

A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.

Home in Greensboro

Cozy 2 bedroom home on wooded private lane

Great locationGreat stayExcellent service

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.

4.98 out of 5 average rating, 40 reviews

Heidi’s Milton Farmhouse

4.99 out of 5 average rating, 165 reviews

A spacious living room features a large sectional sofa and a floor-to-ceiling gas fireplace. Natural light filters through the plantation shutters, highlighting decorative plants and a round mirror. A large TV is mounted above a white-brick fireplace, creating a cozy gathering space.

Home in Villas

Hot Tub Backyard Oasis, Private Beach, Local Pool

Great locationWell-equipped facilitiesGreat stay

A two-story coastal home features a light blue exterior, elevated on stilts. A staircase leads to a spacious porch with railings. A sleek car is parked nearby, with tall grasses swaying in the foreground, and a soft evening light casts a warm glow over the scene.

5 out of 5 average rating, 12 reviews

Broadkill Beach Bliss: Coastal Charm, Wild Beauty!

4.97 out of 5 average rating, 205 reviews

Home in Rehoboth Beach

Breakfast at Tiffany - Spacious Home w/ Deck

Great locationGreat stayWell-equipped facilities

A three-story beach house is set on stilts, surrounded by greenery. The exterior features horizontal wood siding painted in dark tones. Multiple balconies with white railings offer outdoor space. A gravel path leads to the entrance, providing easy access to the home.

5 out of 5 average rating, 88 reviews

Beachcomber's Paradise is steps from the water

Great locationCleanFriendly host

4.98 out of 5 average rating, 139 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

Great locationQuiet surroundingsStylish design

An aerial view captures a tranquil beach community, with homes positioned near the shoreline. The house features a gray roof and is surrounded by trees, highlighting the proximity to the sandy beach and the calm waters of the Delaware Bay in the background.

4.96 out of 5 average rating, 54 reviews

Steps from Sand, Pet Friendly - Beach House

Great locationFriendly hostWell-equipped facilities

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 477 reviews

A private entrance is shown, leading to a small patio area with two chairs and a circular table. A welcome mat with the word 'vibes' is displayed at the door. A hammock is visible in the background, and shrubbery lines the path.

Apartment in Ocean City

Private suite .5 mile from beach/no shared spaces

Great locationCleanWell-equipped facilities

An aerial view of the surrounding area highlights the condo's location near the beach. The image features a mix of residential and commercial buildings, with the ocean visible in the background. The clear blue sky contrasts with the rooftops of nearby homes.

4.81 out of 5 average rating, 223 reviews

3BR 2BA Beach Block Cndo-Walk to Everything!

Great locationGreat stayFriendly host

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.

4.86 out of 5 average rating, 317 reviews

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

Great locationQuiet surroundingsWell-equipped facilities

4.93 out of 5 average rating, 153 reviews

Apartment in Villas

1BR Beachfront w/views near Cape May and WW

Great locationSafeQuiet surroundings

5 out of 5 average rating, 112 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

Great locationFriendly hostGreat stay

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, 132 reviews

Sand & Surf Condo with Pool

Great locationQuiet surroundingsGreat stay

Apartment in West Cape May

4.85 out of 5 average rating, 303 reviews

Vineyard peace and delight Merlot Cottage

Great locationQuiet surroundingsExcellent service

A stunning sunset illuminates the sky in vibrant hues of orange and red over the tranquil water. The sun is seen rising above the horizon, casting a warm glow on the calm bay. A wooden pier extends into the water, highlighting the natural beauty of the scene.

4.81 out of 5 average rating, 205 reviews

Romantic Sunset Suite

Great locationQuiet surroundingsWell-equipped facilities

Condo rentals with outdoor seating

A cozy seating area is featured with two wicker chairs adorned with blue cushions. A black metal table sits between the chairs, surrounded by a vibrant green wall of artificial plants and flowers that create a serene atmosphere.

4.94 out of 5 average rating, 103 reviews

10 mins to beach-2 BR-Sleep Six-Pool-Beach PK pass

Great locationCleanSafe

A spacious living area features a sectional sofa adorned with red accent pillows. A wooden coffee table sits in front, contrasted by a patterned area rug. Natural light streams through large windows, highlighting a piece of wall art depicting a serene landscape.

4.98 out of 5 average rating, 355 reviews

Beach Sunrise: Walk to Downtown & Lewes Beach

Great locationNear marketsExcellent service

4.94 out of 5 average rating, 303 reviews

Cozy Lewes Retreat | Pool, Short Drive to Beaches

Great locationExcellent serviceQuiet surroundings

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, 158 reviews

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

Great locationNear marketsFriendly host

4.94 out of 5 average rating, 317 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

Great locationWell-equipped facilitiesGreat stay

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.

4.96 out of 5 average rating, 184 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

Great locationNear marketsExcellent service

A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.

4.98 out of 5 average rating, 115 reviews

First Floor Comfort and Convenience

Great locationGreat stayFriendly host