Holiday 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.

4.97 out of 5 average rating, 147 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 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, 170 reviews

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

A round blue dining table is set for four, featuring neutral plates and glasses. Surrounding chairs have a classic black design. A large piece of abstract art adorns the wall, while the kitchen area is visible in the background, showcasing light cabinetry and appliances.

4.94 out of 5 average rating, 423 reviews

Clean and Comfy, Close to Beach and Shopping

This newly updated condo is perfect for your next beach vacation. A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool. Stylish, clean and comfortable, the unit has two bedrooms, one on either side of the kitchen, an ideal layout for privacy for two couples or a family. Each bedroom has it’s own full bathroom. The screened in porch has a view full of trees. Located right off of Route 1, 3.6 miles from downtown Rehoboth and the boardwalk.

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, 210 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.

Tiny home in Rehoboth Beach

A cozy bedroom features a double-sized bed dressed in a blue-striped blanket. A wall-mounted mirror reflects the space, and a small dresser is positioned nearby. A ladder leads to a colorful loft above, enhancing the room's vertically spacious design.

4.93 out of 5 average rating, 258 reviews

Adorable cottage, door-2-door parking! Bikes/Kayak

Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS! 2 kayaks, beach toys, float toys, balls, tennis rackets, etc. for fun

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, 397 reviews

Timmy's Treeside Studio Pets Welcome Peeps #420

Timmy’s Treeside in Rehoboth Beach, DE is one of two apts with private entry/deck, on 2 acres, one mile to Rehoboth-Lewes trail and 5min drive to boardwalk/Atlantic Ocean. Queen and a sofa bed for 2-3 humans and all your dogs. Your big deck is a tall perch for fresh air, star gazing, 420 fun, sunbathing, and a dog haven. 2gb Wifi, Roku TV, shower, mini-kitchen/grill/firepit and backyard trail. Tanger Outlets, dog friendly eateries, Revelation Brewery and The Pond are minutes. EZ parking+plugs

Superhost

A bright living area is complemented by large windows that allow natural light. A gray sleeper sofa is positioned beside a turquoise chair, with colorful decorative pillows adding a touch of design. A small television is mounted on the wall, enhancing the cozy ambiance.

4.8 out of 5 average rating, 730 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

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

CasaJunior: 1 Block to Beach | Kitchen | Parking

Welcome to CasaJunior by CasaDelaware! Unlike nearby hotels and B&B's, our classic beach apartment offers a full kitchen and provided linens/towels just 1 block from the Atlantic, boardwalk, and top dining. This self-sufficient sanctuary is a "park and forget it" spot with onsite parking included. Perfect for friends, couples, or families seeking a walkable, turnkey escape with flexible dates—weekly and monthly discounts offered. Enjoy the privacy of a cottage + the convenience of a hotel!

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, 240 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.

4.98 out of 5 average rating, 240 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

Dewey Beach 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.

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.

4.87 out of 5 average rating, 344 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!!

Cottage in Rehoboth Beach

A charming front porch features white wicker chairs adorned with plush cushions and a round table. Flower pots add a touch of greenery, while hanging planters bloom with vibrant flowers. Lush plants and shrubbery are visible in the background, enhancing the inviting outdoor space.

4.91 out of 5 average rating, 208 reviews

The Good Stuff #1 - One block from the beach!

Second block from the beach. Newly Redecorated Come and enjoy these one of a kind vintage Rehoboth Beach Cottages in a GREAT LOCATION! Perfectly nestled in a nice, quiet, family friendly neighborhood for relaxing yet close to everything. Walk and explore all Rehoboth has to offer; the beach; boardwalk; restaurants; shops; and more. Our clean, comfy, simple, beach cottages are the perfect classic Rehoboth Beach experience. Come and Enjoy!

Popular amenities for Henlopen Acres outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.9 out of 5 average rating, 608 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, 122 reviews

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

Superhost

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

A light-filled dining area features a large wooden table accompanied by six woven chairs. A decorative chandelier hangs overhead, and soft curtains partially obscure a window that allows natural light to illuminate the space. A welcome sign is displayed on the wall.

4.93 out of 5 average rating, 168 reviews

REHO HAVEN: Near Beaches, Shopping & Restuarants

A dining area features a round wooden table surrounded by six chairs. A decorative plate with shells is centered on the table. Bright light enters through the glass doors leading to the screened porch, with a view of the outdoor space and surroundings.

4.94 out of 5 average rating, 124 reviews

In-Town Rehoboth Beach, Walk to Everything!

4.99 out of 5 average rating, 104 reviews

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.

Home in Milton

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

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, 266 reviews

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

A spacious dining area features a large wooden table surrounded by eight chairs. A decorative mirror hangs above the table, reflecting warm light from a unique pendant fixture. A doorway leads to a well-lit bedroom, with the bed visible through the open door.

4.89 out of 5 average rating, 152 reviews

Secluded Coastal Cottage • Just 9 Min to the Beach

Apartment rentals with outdoor seating

4.91 out of 5 average rating, 471 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

4.96 out of 5 average rating, 198 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

Apartment in Rehoboth Beach

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!

Apartment in Wildwood Crest

A welcoming front porch features hanging flower baskets and American flags. Comfortable chairs are arranged around a low table, surrounded by vibrant flower beds. The entrance to the apartment is marked by a decorative door, inviting guests to relax in the sunny outdoor space.

4.95 out of 5 average rating, 198 reviews

Beautiful Wildwood Crest Apartment by the Bay

4.96 out of 5 average rating, 237 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

Apartment in Rehoboth Beach

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, 106 reviews

Rehoboth Beach 2BR/2BATH Condo

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!

Superhost

A modern kitchen is equipped with a vintage blue refrigerator, stainless steel appliances, and white cabinetry. A small table set for two is positioned near a window, allowing natural light to illuminate the space. Fresh fruit is displayed in a wire basket, adding a pop of color.

Apartment in Wildwood

4.83 out of 5 average rating, 149 reviews

Beachside Retreat Steps from the Sand

Condo rentals with outdoor seating

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

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, 460 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

4.86 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

A dining area is visible, featuring a wooden table surrounded by black chairs with red seat cushions. A pendant light hangs above, illuminating the space. Adjacent to the dining area, a kitchen with light-colored cabinetry and modern appliances is suggested, creating a welcoming atmosphere.

4.94 out of 5 average rating, 179 reviews

Classy Beach Getaway

4.97 out of 5 average rating, 301 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 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.