Vacation rentals with outdoor seating in Dover

4.95 out of 5 average rating, 154 reviews

The exterior of the cabin displays a rustic design with wooden accents and large windows that invite natural light. A spacious grassy area surrounds the structure, complemented by trees and landscaping. A small patio area is visible, offering a place to sit outdoors.

Farm stay in Chestertown

Outrange at Blue Heron Farm

Enjoy the peace and tranquillity at “Outrange,” Blue Heron Farm’s recently updated cabin. This unique and rustic 2 bedroom, 1 bath home was designed by architect Randy Wagner and built in 1978. Tucked away on a 126 acre fourth-generation organic waterfront farm, Outrange is a private getaway situated just 15 minutes from historic Chestertown. With views of the Chester River and access to the farm’s private dock, Outrange is a magical getaway for anyone that loves the beauty of the Eastern Shore.

4.91 out of 5 average rating, 170 reviews

The exterior of the property is illuminated at night, highlighting the path with strategically placed ground lights. The façade features a simple, white wooden structure with dark shutters, creating contrast against the soft glow of the lighting.

Guest suite in Dover

💖 Edi’s Suite *Privacy & Comfort Away From Home*

THIS IS A SMOKE-FREE PROPERTY w/ a Spacious apartment connected to my home. Large bedroom w/ queen sized bed, queen sized air mattress, living room, dinning nook, kitchenette & bathroom. Just off of the Rt. 1 exit, it's 5 miles from Dover Downs & DSU, 3 miles from Wesley College, minutes from Dover AFB, & 15 min (13.5 mi) via DE-1 S to DE Turf Sport Complex. Rehoboth Beach is 53 min (42.9 mi) via DE-1 S. Bethany Beach is 1 h 7 min (54.0 mi) via DE-1 S Dewey Beach is 53 min (43.2 mi) via DE-1 S

4.93 out of 5 average rating, 257 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, 459 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.

4.91 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

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

4.87 out of 5 average rating, 106 reviews

Home in Milton

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!

4.97 out of 5 average rating, 117 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

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

4.99 out of 5 average rating, 346 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 Downtown & Beach

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 X2 Speed Wi-Fi (2100 Mbps) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Four complimentary bicycles provided

4.98 out of 5 average rating, 137 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!

Located near the Town Hall & the Police Department, this charming 2-bedroom ground floor condo is a clean, safe, family-friendly coastal vacation environment! Only 1.5 blocks to the beach, 1 block to beautiful bayside dining, and 5 blocks from downtown Dewey. Fully furnished with 2 queen beds, comfortable sleeper sofa, full bath, washer & dryer, fully equipped kitchen, clean bed sheets & towels, fast WiFi, beach chairs & more. I'm a responsive, experienced SuperHost.

Superhost

A comfortable living area features a cozy gray sofa facing a stone fireplace. A wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Light enters through a nearby window, illuminating the space.

Guesthouse in Dover

4.84 out of 5 average rating, 169 reviews

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

4.96 out of 5 average rating, 232 reviews

An aerial view of a charming colonial home surrounded by lush greenery and mature trees. A well-maintained lawn with brick pathways leads to the house, which features a gray roof and white siding. The Cohansey River is visible in the background.

Home in Bridgeton

WATERFRONT w/ Hot Tub & Fire Pit | 4 Bedrooms

Tucked quietly along the banks of the Cohansey River, The Foxtail is our refuge from the world. A lovingly restored 1860s colonial, it brings together timeless charm and modern ease. Surrounded by wild nature and stillness, it's a place to truly tap out, reconnect, and take a deep breath. Whether you're here for a romantic weekend, a cozy family getaway, or a gathering with old friends, this home offers space to stretch out, gather in, and just be.

4.88 out of 5 average rating, 172 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

Relax in our fully furnished 1 bedroom (and a spare room with a futon for extra bedding ) 1 bath, living room, and kitchenette apartment, with a private ground level entrance, in a peaceful Amish country setting. The unit is 5 miles away from the Dover city limits. While here, be sure to enjoy shopping at Byler’s Store, a local destination stop featuring a deli, bakery, grocery and gift shop.

Popular amenities for Dover outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.91 out of 5 average rating, 116 reviews

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.

Home in Milton

"Sandy Feet" Broadkill Beachfront Home

4.98 out of 5 average rating, 309 reviews

A spacious living area features a modern sectional sofa arranged around a wooden coffee table. A stone fireplace extends to the ceiling, with a flat-screen TV mounted above. Natural light filters through the large windows, complemented by soft curtains.

Home in Cape May

500ft to Private Beach! Hot tub-Local Pool-Fireplc

4.93 out of 5 average rating, 112 reviews

A bright living area features a yellow sofa and an oversized ottoman, set against a backdrop of large glass doors overlooking the river. Natural light floods the space, highlighting the modern design and comfortable furnishings. A dining table is also visible, along with a seating area by the window.

Home in Preston

River House on the Choptank

4.84 out of 5 average rating, 200 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

4.93 out of 5 average rating, 135 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 Villas

Wilde Rose By The Bay - Salt water Inground pool

4.96 out of 5 average rating, 101 reviews

A split-level house is set in a well-maintained front yard, featuring a vibrant green lawn. A concrete pathway leads to the main entrance, surrounded by shrubs and trees. The exterior showcases a light-colored siding and a welcoming front porch with white railings.

Home in Cape May

Cozy Getaway - 5 min drive to beach/pet friendly

4.97 out of 5 average rating, 144 reviews

A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.

Home in Perryville

Upper Chesapeake Getaway

4.99 out of 5 average rating, 244 reviews

A deck overlooks sandy paths leading to the ocean, framed by lush dune grass and coastal vegetation. The bright blue sky contrasts with the calming sea, creating a serene coastal view. The deck railing offers a defined space for relaxation while enjoying the surrounding nature.

Home in Milton

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

Apartment rentals with outdoor seating

Apartment in Chesapeake City

4.94 out of 5 average rating, 110 reviews

Hygge Haven: A cozy apartment in a canal-side town

4.93 out of 5 average rating, 151 reviews

Apartment in Villas

1BR beach/water views near Cape May and Wildwood

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, 195 reviews

The Artist’s Barn Studio

4.96 out of 5 average rating, 235 reviews

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.

Apartment in Villas

Eco-Friendly Waterfront Apt #3

4.96 out of 5 average rating, 628 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

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!

Apartment in Rehoboth Beach

An aerial view of the property features a spacious building surrounded by lush greenery. A gravel path leads to the entrance, and ample outdoor space offers room for relaxation. Nearby, a small shed is visible, nestled among the trees, enhancing the natural setting.

4.88 out of 5 average rating, 396 reviews

Timmy's Treeside Studio Pets Welcome Peeps #420

Condo rentals with outdoor seating

A patio space is displayed, featuring a round table surrounded by four cushioned chairs. Lush greenery frames the scene, offering a view of Silver Lake in the background, where trees stand along the water's edge, enhancing the serene atmosphere.

4.79 out of 5 average rating, 307 reviews

Right on Silver Lake walk to beach!

4.97 out of 5 average rating, 144 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, 159 reviews

Family Friendly Top Floor Condo Near Boardwalk

4.86 out of 5 average rating, 313 reviews

A shaded outdoor seating area features light-colored sofas with coordinating cushions, arranged around a dark table. An umbrella provides additional shade, while a small shed and a hose are visible in the background, complementing the tranquil setting.

Condo in Lewes

A bit of Paradise

4.95 out of 5 average rating, 131 reviews

1st Floor 2BR/2BA | Pool | Quiet & Convenient

4.94 out of 5 average rating, 294 reviews

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.

Condo in Lewes

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

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.

4.99 out of 5 average rating, 200 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

A spacious living area features a modern blue sofa facing a white coffee table. On the walls are framed artworks, while a dining area with counter-height seating and a kitchen is visible in the background. Natural light brightens the room through the open layout.