Holiday rentals in Rehoboth Bay

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Top-rated holiday rentals in Rehoboth Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Lewes
5 out of 5 average rating, 65 reviews

Unique Creative Private Cottage Gated Acreage

Recharge in this one-of-a-kind cottage set back 600 feet from the road on private gated acreage—peaceful, totally secure, and stylishly unique. Great location! Private 800 sq ft cottage, doorstep parking Smart TVs / Netflix no ads Kitchenette with stovetop, microwave Added food station New HVAC & water heater Large walk-in shower Banks of sunlit windows 10' ceilings Restful retreat Privacy fenced covered porch patio with Curved wood hammock & sail sunshade Betsy arranges special celebrations!!

Top guest favourite
Tiny home in Rehoboth Beach
4.93 out of 5 average rating, 272 reviews

Cutest-Quiet-bk rds-Bikes-Kayaks-Doorstep parking!

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, 2 bikes, 2 beach chairs & random array of games, toys & sporty.

Top guest favourite
A sandy pathway leads to the beach, framed by tall grasses and wooden posts with rope fencing. The calm ocean is visible ahead, with a clear sky overhead, creating a serene view that invites relaxation.
Home in Dewey Beach
4.97 out of 5 average rating, 33 reviews

Dewey Beach Ocean Block 3 BR 2 BA Free Parking

Unique Dewey Beach, DE Local Colliers Building saved from being taken down and turned into an extraordinary Ocean Block Beach Cottage. Indulge in the Ocean, Restaurants, Water Activities, and the Night Life of Dewey Beach, Delaware. Always a memorable visit when you stay in this town and our comfortable ocean block beach home. You will be steps to the Beach in this cozy, clean 3 BD Sleeper Queen Sofa and 2 BA, Private parking, Extra Secure Storage. Come escape to a little piece of paradise.

Guest favourite
A serene outdoor area features a sparkling pool accompanied by a hot tub. Surrounding the space are several lounge chairs and a shaded patio with a large umbrella. Colorful flowers in planters add to the lush greenery and natural surroundings.
Home in Rehoboth Beach
4.98 out of 5 average rating, 48 reviews

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

In town Rehoboth, with Rise Up and the boardwalk just a quick walk away, you'll love this home with a POOL AND HOT TUB (April-Oct). There's a ton of natural light, plus comfy queen and king beds, nice new linens, and more. Please note there is a security camera on the pool and in the pool equipment area for your safety. Dogs are allowed for a $75 fee per stay for first pet, $25 per additional (additional pet fee after the first will be billed after your reservation is complete). Maximum 3 dogs.

Top guest favourite
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.
Apartment in Lewes
4.99 out of 5 average rating, 206 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)

Top guest favourite
An open-concept living area features a light-colored sectional sofa adorned with textured pillows. A round coffee table sits on a soft area rug. The dining area, equipped with a sizable wooden table and stylish woven chairs, is visible in the background alongside modern kitchen appliances.
Flat in Rehoboth Beach
4.99 out of 5 average rating, 151 reviews

Cozy Rehoboth Beach Condo w/ 2 bedrooms

This condo is a boho getaway tucked away in a quiet enclave conveniently located on the beachside of Highway 1. It has dedicated parking in front, plus an additional spot for a second car. This condo it is a two bedroom/two bathroom unit. Full kitchen and a dining area that seats up to six. The condo is on the second floor with one stair flight. The beach is a 20 minute walk, 10 minute bike ride, or 5 minute drive Community pool on site provides an extra place to relax and cool down.

Top guest favourite
A private patio is visible, presenting two comfortable chairs positioned on a white wooden deck. The space is framed by a rustic wooden wall and lush greenery, while a brick pathway leads to the entrance. A flower pot adds a touch of color to the setting.
Place to stay in Frankford
4.97 out of 5 average rating, 119 reviews

The Beach Cabin, NO WI-FI

This private room is small, basic and rustic. Nestled in the back of the property, it offers a comfy queen bed, AC, small heater, a mini fridge, Keureg style coffee maker, in room toilet, outside shower and sink with hot water, private patio, clean linens and towels. Backyard has sitting areas and chimnea with firewood provided. Quiet neighborhood. Bethany Beach -10 min drive, Rehoboth-25 min. Beach gear available. TY. For current backyard blooms check on insta: glamping_with_the_flowers

Top guest favourite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 517 reviews

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Top guest favourite
The outdoor space features a rectangular saltwater pool, surrounded by a smooth stone patio. Reclining loungers and teak umbrellas provide shaded seating. Lush greenery, including trees and shrubs, creates a serene backdrop, enhancing the overall tranquility of the setting.
Home in Lewes
5 out of 5 average rating, 54 reviews

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

Top guest favourite
A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.
Cottage in Frankford
5 out of 5 average rating, 239 reviews

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Top guest favourite
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.
Guest house in Rehoboth Beach
4.87 out of 5 average rating, 360 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!!

Guest favourite
An open living area features a dining table with six chairs and a cozy lounge space. A soft blue sofa is positioned against the wall, complemented by artwork. Natural light filters through windows, and a neutral rug adds warmth to the room.
Home in Millsboro
4.86 out of 5 average rating, 44 reviews

Boaters And Fisherman Paradise at Massey's Landing

Bring your boat to a Cozy, Retro, Rustic getaway. Situated between the Indian river bay and the Rehoboth Bay. .5 miles from Massey's Landing public boat launch and fishing pier. 17 miles from Rehoboth Beach, with traffic it could take you 45 mins to get to the beach, without traffic about 25 min. The house has 2 bedrooms, and a living room which is open to the kitchen. There is also a large screened-in porch attached. Plenty of room to park your boat.

Popular amenities for Rehoboth Bay holiday rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. Sussex County
  5. Rehoboth Bay