Vacation rentals with outdoor seating in Milton

4.93 out of 5 average rating, 208 reviews

A cozy sleeping area features a full-sized bed dressed in dark bedding, complemented by decorative pillows. A bedside lamp offers soft lighting, while a small chest of drawers provides storage. A brown area rug adds warmth to the space, enhancing the inviting atmosphere.

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.

4.94 out of 5 average rating, 103 reviews

A tranquil bedroom features a spacious bed draped with a canopy, adorned with beach-themed decor. A desk and chair are positioned nearby, complemented by soft lighting from two lanterns. A decorative chest and a woven rug complete the cozy atmosphere.

Guesthouse in Lewes

Crow's nest! Guest house-bike trail-3.7mi to beach

Lovely 1 bed/1 bath detached upstairs guest apartment. The space provides privacy & convenience to Lewes activities with serene garden 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: walk or bike to Old World Bread Bakery, Beach Time Distilling & Lewes Brewing Company!

4.98 out of 5 average rating, 131 reviews

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.

Condo in Lewes

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, 3 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 the person booking must be at least 25 years of age. 4 beach chairs & umbrella are in closet on outside porch.

4.82 out of 5 average rating, 242 reviews

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.

Home in Milton

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, 158 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.

4.99 out of 5 average rating, 311 reviews

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.

Condo in Lewes

Beach Sunrise * Walk & Bike * Culinary Coast

Explore Lewes (loo-iss) from our walkable in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike 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 Speed Wi-Fi (950/880 Mpbs) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

4.96 out of 5 average rating, 172 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.

4.97 out of 5 average rating, 178 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!

4.99 out of 5 average rating, 225 reviews

A spacious wooden deck overlooks a serene beach scene. A sandy path leads to the water, framed by natural dunes covered in understated vegetation. The sky is clear blue, enhancing the peaceful ambiance and inviting the sense of relaxation by the seaside.

Home in Milton

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it in Beachwalk. Peaceful. Private. 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 far fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.

4.87 out of 5 average rating, 201 reviews

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.

Cottage in Lewes

BnB’s Dog-Friendly Cottage

YOU MADE IT! Look no further. This comfy cozy little cottage is located along the outskirts of our quaint and busy town. Whether you are looking to jump into the happenings of multiple thriving beach towns (beaches, bike trails, outlets, restaurants, bars, breweries, etc.) or are seeking some peace & quiet, this cottage is for you! We are so excited to share our little piece of Lewes with visitors from near & far!

4.98 out of 5 average rating, 186 reviews

A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.

Home in Lewes

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.

4.95 out of 5 average rating, 189 reviews

A large tree with vibrant yellow leaves stands in the foreground, surrounded by a yard covered in fallen leaves. In the background, a cottage can be seen through the trees, along with a parked vehicle, suggesting a serene outdoor space.

Guesthouse in Lewes

Very private and cozy, Country Cottage

You’ll love my place because of the outdoors space and relaxing country feel. The cottage is best for couples. A maximum of two dogs is allowed. Distances from my place to Cape Henlopen Park (9.9miles), Rehoboth Beach (10 miles), Dewey Beach (11 miles). Tanger Outlets (7.8 miles). Please keep in mind that, although the above distances are accurate, driving time may be longer due to seasonal traffic.

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Popular amenities for Milton outdoor seating rentals

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Free parking on premises

Air conditioning

House rentals with outdoor seating

4.99 out of 5 average rating, 160 reviews

A modern kitchen with an open layout features a spacious island with seating for three. Sleek navy cabinetry complements the white countertops. Stainless steel appliances, including a gas stove and eye-catching lighting, enhance the cooking space, while large windows allow natural light to fill the room.

Home in Cape May

Beautiful, bright & steps to the beach

AlexisRating, 5 stars5 months ago

Great neighborhood very close to the beach and the nature conservancy. Peaceful neighborhood. Excellent upside down house with great decks. The furniture and beds were all very comfortable. The kitchen was well stocked. Heather, the host, was so helpful and allowed an early check in. I would definitely go back here again! Cape May during this Winter Wonderland weekend made us feel like we were extras in a Hallmark holiday movie. We had the best time! - Alexis

4.95 out of 5 average rating, 114 reviews

A living room features light blue seating arranged around a coffee table, complemented by a decorative cabinet and a large television. Natural light filters through the window, enhancing the tranquility of the space, which is accented by a ceiling fan and wall art above the entrance.

Home in Selbyville

Central Haven with Great Fenced Yard

KobiRating, 5 stars2 weeks ago

Stayed here for the weekend while attending Ocean City's Boardwalk Rock festival. Location was great, not too far away from the beach and house was tucked away in a nice quiet neighborhood. Everything was clean and looked as expected. Overall very happy will be back again!

4.82 out of 5 average rating, 164 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

AubreyRating, 5 stars1 day ago

was exactly what we were looking for while in town for a baseball tournament. quick drive to the beaches as well. would stay again.

4.92 out of 5 average rating, 114 reviews

A charming two-story home is framed by vibrant flower beds and lush greenery. The front porch features white railings and a welcoming entrance, while blooming flowers add color to the outdoor space. Sunlight brightens the façade, emphasizing the inviting atmosphere of the property.

Home in Wildwood Villas

Wilde Rose By The Bay - Salt water Inground pool

stuartRating, 5 stars7 months ago

We enjoyed the location, just off the beach, would be great in summer. We were there for birding and enjoyed the peaceful neighborhood. Beautiful view from upstairs, we were very pleased overall.

5 out of 5 average rating, 20 reviews

A charming white cottage with a sloped roof is surrounded by a green lawn. Two pastel bicycles are parked on the grass, adding a playful touch. The cottage features black shutters on its windows, and a neutral color palette enhances its inviting appearance.

Home in Wildwood Villas

Mint Cottage-Outdoor Entertaining. 2x King Beds

PatriciaRating, 5 stars1 week ago

This home was beautiful! It is in pristine condition! It was very comfortable and homey! The back deck area was a perfect place to relax and chat. The host is responsive and accommodating! I strongly recommend this home for your next stay in Cape May.

4.98 out of 5 average rating, 163 reviews

A charming two-story home is framed by lush greenery and features a welcoming front porch with white railings. Skylights adorn the roof, allowing natural light to flood the interior. A spacious driveway provides access to the home while a mailbox stands at the curb.

Home in Ocean City

The Laurel House - Large fenced in yard!

MikeRating, 5 stars1 month ago

me and my wife stayed here with our 2pups willow and mazie. place was AMAZING for the dogs. fenced in back yard in and wrap around front porch that we ALL could enjoy neighbors were wonderful people and Dog lovers ❤️. James was a GREAT HOST. we actually got to meet him in person. I wish we could have spent more time talking. locationis KEY. run the dogs at fenwick beach then hop down downtown to plenty of restaurants and bars...we will definitely be back...thank you james

4.94 out of 5 average rating, 113 reviews

An inviting backyard showcases a private oasis with a custom privacy fence. A fire pit is surrounded by comfortable seating, ideal for gatherings. The indoor space features a well-equipped kitchen, spacious dining area, and a cozy living room, blending relaxation and togetherness.

Home in Rehoboth Beach

Home in Rehoboth_Private Yard_Parking_King Bed

ShkelzenRating, 5 stars5 days ago

Great host - kind & responsive; nice home- clean & private; good location- 10/15 min to beach. Would highly recommend!

4.96 out of 5 average rating, 129 reviews

The kitchen features modern appliances and a spacious island with seating for three. Natural light enters through a skylight and glass door, illuminating the light-colored cabinetry and countertops. A hallway leading to other areas of the house is visible in the background.

Home in Lewes

Woodsey Beach House - Beach, Lake, Woods!

ErinRating, 5 stars6 months ago

A great space for 9 adults celebrating Thanksgiving together. Lots of space for everyone to be comfortable. The downstairs pull out couch and TV area was an added bonus.

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Apartment rentals with outdoor seating

4.9 out of 5 average rating, 142 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

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

SrRating, 5 stars1 week ago

Great little apartment in downtown Milton. Easy walk to a few different restaurants and the local Riverwalk. Host was very responsive with a mixup from the last tenant, and more than generous about resolving it. Definitely dedicated to guest comfort and satisfaction. Be aware there is a charge per each dog you bring.

Apartment in Wildwood Villas

A sunset over Delaware Bay is captured, featuring warm hues of orange and yellow blending into the soft blue sky. The sun is seen setting on the horizon, with its reflection shimmering across the calm water. The serene beach scene extends in the foreground.

4.98 out of 5 average rating, 163 reviews

Sandy Toes and Sunsets - Waterfront Property

MariamRating, 5 stars7 months ago

Shelley's little vacation cabin was very comfortable, clean, and cozy. We stayed only one night and didn't get a chance to enjoy the deck and the view, but they looked great! Easy driving distance from Cape May. Definitely recommend.

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.

4.86 out of 5 average rating, 269 reviews

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

StephRating, 5 stars2 days ago

Perfect little spot for a last minute overnight trip to Rehoboth with my dogs. Bed was comfy. Location was near shops and great food options. Check in and clean up were easy!

Apartment in Wildwood Villas

A private patio area features a dining table and two stools, surrounded by green grass and coastal plants. A wooden lounge chair is positioned to the side, offering views of the shimmering water and horizon beyond the fence.

4.93 out of 5 average rating, 134 reviews

1BR beach/water views near Cape May & WW w/linens

LaurenRating, 5 stars1 month ago

This was a gift for my in-laws, and they had a wonderful time. Said the place was clean and they loved being so close to the beach. Spent a lot of time going to restaurants in Villas as well as Cape May. Would love to go back!

4.71 out of 5 average rating, 144 reviews

The exterior of the duplex features a light-colored siding with a spacious front yard. A balcony extends from the upstairs area, and solar panels are installed on the roof. A driveway leads to the attached garage, providing convenient off-street parking.

Apartment in Dewey Beach

The Mar Shack by the Sea

TheresaRating, 5 stars10 months ago

Very nice family space. Nice area to play games or watch movies on the rainy days. Kathy was super helpful with parking and getting settled.

4.98 out of 5 average rating, 240 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+

FalRating, 5 stars2 weeks ago

Had an amazing time at this beautiful beachfront Airbnb. The location couldn’t have been better, literally steps from the sand with stunning ocean views right from the balcony. The space was clean, cozy, and had everything we needed for a relaxing getaway. The host was friendly, responsive, and made check-in a breeze. Highly recommend this spot for anyone looking to unwind by the water.

Apartment in Wildwood Villas

A private deck is highlighted with a wooden swing, offering a serene view of the sunset over the coastline. Soft clouds are illuminated in shades of orange and pink, while the sea grasses frame the peaceful scene. The deck features a wooden railing enhancing the inviting atmosphere.

4.96 out of 5 average rating, 222 reviews

Windblown 3 - Eco-Friendly Waterfront Apartment

JamieRating, 5 stars1 day ago

Windblown is such an amazing place! Deanna and Bill thought of every littlest detail. I relaxed in the lounge swing on the cover porch and watched the storm roll in over the bay Friday night. I took advantage of morning and evening walks on the beach. The sunsets are magical. Did some hiking in the area and ended the weekend on Cape May beach. Deanna and Bill are outstanding hosts! I enjoyed laughing and swapping stories with them. I'll be back before the summer ends! Cheers! Jamie (3rd Level Acquaintance)

4.92 out of 5 average rating, 330 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

Energize on Cape May Island

EilishRating, 5 stars1 week ago

Great accommodation in Cape May. Easily accessible to Cape May town and the Jersey coast. Accommodation was clean and comfortable and had everything you needed for a trip to Cape May.

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Condo rentals with outdoor seating

4.96 out of 5 average rating, 133 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

MelissaRating, 5 stars4 weeks ago

Great location! Very comfortable and convenient to the beach

4.98 out of 5 average rating, 114 reviews

A private balcony offers an unobstructed view of the beach and ocean. A screen provides shade while allowing for an open atmosphere. Adjacent to the balcony, the sandy beach and water can be seen, creating a serene backdrop.

Condo in Ocean City

Ahoy Condo! Great ocean view just steps to beach!

AmandaRating, 5 stars2 weeks ago

We had an amazing stay at Heather‘s condo this past weekend. It was the perfect cozy spot for a long weekend getaway…and a very short walk to the beach which was our favorite part. Heather was super nice and very responsive. The condo was perfect for us, had everything we needed and beautifully decorated. We will definitely book again in the future!

4.86 out of 5 average rating, 166 reviews

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.

Condo in Lewes

Elegant 3-Bedroom Condo in Lewes with Pond Views

RachelRating, 5 stars3 weeks ago

We were coming to spend time in Rohoboth Beach, and it was such a short drive (10-15 min) and very easy to travel back and forth to this apartment in Lewes. Perfect for our family, very homey. We especially loved the porch with a hammock, and the bed in the primary suite was super comfortable. Would come again!

4.85 out of 5 average rating, 197 reviews

A serene view of the bay is captured through large glass doors, showcasing water under a soft, colorful sky at sunset. In the foreground, a decorative mug sits on a quartz kitchen countertop, inviting relaxation.

Condo in Dewey Beach

On the Bay, Private Beach-Boat Slip

JohnRating, 5 stars3 weeks ago

Catherine's place was great for our family and young son. The location is tremendous and there are great views just eating breakfast and sipping morning coffee. The place itself is well stocked and has a very efficient layout (pocket doors) for the space. Catherine was super responsive and understanding, we really enjoyed our stay.

4.96 out of 5 average rating, 99 reviews

A spacious living area features a large sectional sofa adorned with varied cushions, accompanied by a round wooden coffee table. A textured area rug lies beneath, and natural light enters through a window dressed with light curtains, creating a cozy and inviting environment.

Condo in Ocean City

Cozy Condo Oasis with Adorable Private Patio

KariRating, 5 stars7 months ago

I love staying at Kendra’s. Great beach access and close to all of the fun spots without being in the middle of it!

4.91 out of 5 average rating, 255 reviews

A modern kitchen and dining area are showcased, featuring a granite countertop with three black stools, and a dining table with dark chairs. Striped wallpaper adds a bold touch, complemented by a wall art piece and decorative accents, creating a cohesive aesthetic.

Condo in Rehoboth Beach

Modern Beach Glam in the heart of outlets.

David And HollyRating, 5 stars1 week ago

We enjoyed our time here. The AIRBNB was well equiped and had no major concerns. There are several places locally to purchase supplies and the beach is a short drive away. We had plenty of space and the gathering areas were comfortable. The AIRBNB is equipped with items to use at the beach which is greatly appreciated. The only negative is the washer and dryer are loud. Make sure to run them during hours that you are away or do not care about the extra noise.

4.89 out of 5 average rating, 219 reviews

An oversized balcony features comfortable seating with deep blue cushions. A glass-top table sits between the chairs. Below, the water view showcases boat traffic, while string lights add a gentle ambiance. The surrounding area includes other residential units and docks.

Condo in Ocean City

Bayside Retreat in the Heart of Ocean City!

JohnnyRating, 5 stars1 week ago

I can not say enough of this beautiful condo, all you need to bring is your suitcase it’s has all you need for cooking it’s extremely clean it shows that Heather takes pride in this beautiful place! You have everything right around you that you can or drive to. It has an amazing large balcony of a beautiful view and the sunrise and sunset off the balcony are amazing!! I highly recommend this for your next adventure! My wife and I will definitely return here again! Thank you Heather for sharing your beautiful place with us!