Vacation rentals with outdoor seating in Henlopen Acres

Guest suite in Rehoboth Beach

A view of the ocean is captured from a fenced front yard, featuring a grassy area and a paved road. The coastline is visible in the distance, where the shimmering water meets the sky, enhanced by a few wispy clouds.

4.96 out of 5 average rating, 141 reviews

Steps From The Ocean & Boardwalk On Surf Ave.

Enjoy a day or week at our unique beach front guest suite. You are only steps from the sand and boardwalk that leads you to the amazing restaurants and shops of Rehoboth Beach. Your private entrance is located just inside the fenced in front yard. The whole first floor and front yard is yours to enjoy. The 1,200 sf. space is PET FRIENDLY and has a back deck, front patio, full bath, 2 bedrooms with 1 queen& king bed, 1 reserved parking space, & kitchenette(no stove). 11.5% tax added at booking.

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, 195 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

Townhouse in Rehoboth Beach

An outdoor patio area features a round table with four metal chairs, shaded by a large teal umbrella. A gas grill is positioned nearby, along with a charcoal grill and tall plants that add greenery to the space. A privacy fence surrounds the area.

4.87 out of 5 average rating, 143 reviews

Serene Coastal Getaway: 3BR Townhouse

Experience a tranquil retreat at a 3 bedroom/2.5 bathrooms Townhouse, located in pleasant Victoria Square on the relaxed Rehoboth side of Coastal Highway. This charming getaway provides a perfect escape from the bustling crowds, while still offering convenient access to the beach (20-minute walk) and the vibrant shopping, dining, and nightlife of Rehoboth Ave. (10-minute walk) We also offer beach chairs and an umbrella. And the best part? There are no guest fees for booking through Airbnb!

Guest suite in Rehoboth Beach

A welcoming outdoor terrace features a round table surrounded by two wicker chairs with blue cushions. Hanging planters filled with greenery create a vibrant atmosphere, while a decorative pot adds a pop of color. Sunlight filters through lush trees, enhancing the serene environment.

4.99 out of 5 average rating, 206 reviews

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

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, 185 reviews

The Artist’s Barn Studio

Welcome to charming Rehoboth Beach where you can shop, dine and enjoy the seashore. The apartment is directly on the bike trail which we highly recommend you explore using the 4 provided bikes! It is above my fine art studio (Laura Killpack) and walking/biking distance to town. The spacious studio apartment has two queen beds, one full bathroom and outdoor shower. Newly renovated with thoughtful artistic touches and high quality comfort. We strive to make our guest experiences exceptional!

Tiny home in Rehoboth Beach

A modern, cozy bedroom features a plush bed adorned with white linens, framed by wood accents and soft lighting. A piece of artwork hangs above the bed, complemented by functional storage cabinets. A ladder leads to the loft space, enhancing the room's vertical appeal.

4.93 out of 5 average rating, 236 reviews

Private Tiny House in Downtown Reho w/Murphy Bed

Come experience tiny living! Enjoy every amenity and thoughtful detail in our updated, 200 square foot tiny home in a secluded location one block from Rehoboth Avenue and a 10 minute walk to the boardwalk and beach. Built in 1951 and renovated in 2020, this hidden gem is full of surprise and delight—perfect for a couple’s getaway, a girlfriends weekend, or a private spot to get some solitude or finish that novel. Full linen service included! Guests need to bring their own beach towels.

4.97 out of 5 average rating, 229 reviews

A spacious living area is furnished with a large sectional sofa adorned with decorative pillows. Natural light enters through multiple windows, highlighting a round dining table nearby. A decorative mirror adds a touch of charm to the room, creating an inviting atmosphere.

Condo in Dewey Beach

DeweyBeach Condo 2BR + sleeper. Walk to the beach!

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

4.99 out of 5 average rating, 333 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 X2 Speed Wi-Fi (2100 Mbps) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *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, 333 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!!

An in-ground pool is set within a stone patio, surrounded by a lush garden featuring various plants. Two lounge chairs are positioned beside the pool, and a tree provides natural shade, enhancing the backyard's inviting atmosphere.

4.87 out of 5 average rating, 141 reviews

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head

This adorable beach cottage has it all, and it's bigger than it looks! With 3 full-size bedrooms, 2 full baths, and an enormous back yard with an IN-GROUND POOL, big back deck, huge HOT TUB, gas fire-pit, and dual charcoal and gas-burning BBQ, this home has everything you need for an unforgettable beach trip. You'll love the 3 KING SIZE BEDS, two of which are tempur-pedic, plus the two twin beds are great for kids.

4.99 out of 5 average rating, 206 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.

A single-story house is presented, featuring a welcoming front porch with screened seating. The exterior is surrounded by well-maintained grass and mature trees displaying autumn foliage. A driveway leads to the entry, enhancing the inviting appearance of the home.

4.95 out of 5 average rating, 208 reviews

Pet friendly cottage 4 blocks to Beach

South Rehoboth Beach House located in peaceful country club estates. Fully fenced with outdoor shower, 2 screened porches, gas grill, cable TV, wireless internet, full kitchen, beach chairs, 1 car parking in driveway and garage parking for 1 car. In season Rehoboth Beach parking permits provided DOGS ALLOWED $25 per night pet fee due before check in (min Pet fee $50)

Popular amenities for Henlopen Acres outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.91 out of 5 average rating, 606 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

A thoughtfully decorated living area features a light-colored sofa adorned with several decorative pillows. A coffee table sits on a neutral rug with seashell patterns, while a side table holds a lamp. Natural light enters through a window with sheer curtains, enhancing the beachy vibe.

4.95 out of 5 average rating, 118 reviews

Beach Getaway•Hot Tub + EV Charger•4 mi to Beach

A living area features a white staircase leading to a loft space, with a cozy sleeping area above. A television is positioned on a wooden cabinet, and a small dining table with stools is visible. Natural light enters through a window with sheer curtains.

4.88 out of 5 average rating, 121 reviews

Cottage on Cobblestone - Cozy Rehoboth Beach Stay

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.

4.99 out of 5 average rating, 259 reviews

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

A round wooden dining table surrounded by eight woven chairs is positioned in a well-lit dining area. Soft natural light enters through large windows adorned with white blinds. A coastal-themed wall art piece enhances the serene ambiance, and a smaller table can be seen in the background.

5 out of 5 average rating, 212 reviews

Beautiful Beach House in Rehoboth

A cozy living area features a stone fireplace as a focal point. Comfortable leather seating surrounds a coffee table, with a TV visible nearby. Natural light is allowed through multiple windows, and a dining area is positioned in the foreground with elegant lighting.

4.91 out of 5 average rating, 130 reviews

Luxury Carriage House in Rehoboth Beach

4.82 out of 5 average rating, 261 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

An inviting fire pit area is surrounded by comfortable adirondack chairs, arranged in a circular formation. Soft, warm lights hang overhead, and the yard is lush and green, creating a cozy atmosphere for evening gatherings.

4.94 out of 5 average rating, 127 reviews

Rehoboth Home_Pets OK_Backyard_Parking_5 bedrooms

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 188 reviews

Apartment in Villas

Waterfront | Sunsets | 2Br | Peaceful | Firepit

4.96 out of 5 average rating, 194 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

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!

4.98 out of 5 average rating, 259 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 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

4.93 out of 5 average rating, 349 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

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, 391 reviews

Timmy's Treeside Studio Pets Welcome Peeps #420

4.96 out of 5 average rating, 112 reviews

A bright living area features a colorful orange sofa and a cozy bean bag. A wooden coffee table sits in the center, surrounded by decorative pillows. A flat-screen TV is mounted on the wall opposite the window, which offers a view of the outside. Bar stools line the window ledge.

Apartment in Villas

Eco-Friendly Progressive Waterfront Apt #2

Condo rentals with outdoor seating

4.97 out of 5 average rating, 297 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

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, 451 reviews

High Tech Hideaway: The modern beach lifestyle

A decorative wooden sign with a blue background and black lettering stating 'LIFE IS BETTER IN FLIP FLOPS' is placed on a neutral-colored surface. A small metallic sailboat sculpture is visible in the background, adding a nautical accent to the scene.

4.91 out of 5 average rating, 137 reviews

Salt Air Retreat - Rehoboth Beach

4.97 out of 5 average rating, 284 reviews

A compact kitchen area is visible, featuring white cabinetry and modern appliances. Two bar stools are positioned at a small island. The cozy sitting area includes a light blue chair and a striped sofa, with light streaming in from the nearby window.

Condo in Dewey Beach

Sweet getaway - beach block, steps from the beach!

A modern living area is shown with a striped sofa and a large flat-screen TV mounted on the wall. Two windows provide natural light, framed by dark curtains. A decorative rug with a blue pattern is placed on the wooden floor. A small dining table and green chairs complete the room.

4.78 out of 5 average rating, 258 reviews

Rehoboth Ave Boardwalk Ocean & Bandstand Views U1

A cozy living area features a light-colored sofa accented with decorative pillows. A glass coffee table is positioned at the center, complemented by a small dining table with two chairs. Large windows allow natural light in, revealing a glimpse of the serene outdoor view.

4.84 out of 5 average rating, 200 reviews

Rehoboth Ave condo with parking, linens and towels

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.

4.94 out of 5 average rating, 151 reviews

Condo Reho -1st fl/2 bed/2 bath, centrally located

A bright living area is filled with natural light, featuring a spacious light blue couch and a white coffee table decorated with a bowl. A flat-screen TV is mounted on the wall opposite, alongside a cozy reading chair and a dining set for six.