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
A wooden gazebo overlooks the sandy beach, framing a sunset view across the water. Potted plants are situated on either side, while a pathway leads to the sand. Soft grassy areas feature low fencing, creating a serene outdoor environment.
Flat in Dewey Beach
4.91 out of 5 average rating, 45 reviews

Bayview Oasis-Pool/Free Parking

This cozy Bayside condo on the ground level of The Cove Complex offers a serene experience with stunning sunset views just steps away. The complex offers a pool, a tennis court and The Dewey post Restaurant for your convenience. Easy access to both the bay and beach. A free parking spot, walking distance to bars and restaurants in Dewey Beach. This Bayside condo is the perfect blend of comfort and style. Your family will be close to everything when you stay at this centrally-located place.

Top guest favourite
Home in Rehoboth Beach
4.94 out of 5 average rating, 17 reviews

Clean & Comfy MCM Casita, Great Location, Fire-pit

Welcome to your cozy Bay Vista getaway, a private one-bedroom retreat just minutes from Rehoboth Beach. This charming home features vaulted ceilings, equipped kitchen, full bathroom, washer & dryer. Relax by the fire pit with complimentary firewood or head to the beach with the beach towels & chairs. Thoughtfully decorated in a mid-century modern style, the home includes an organic cotton mattress and high-end finishes throughout. A perfect blend of comfort, style, and location.

Top guest favourite
A spacious living area features a light teal accent wall and a cozy sectional sofa. A hanging swing chair and decorative accessories enhance the room's comfort. Large windows allow natural light to illuminate the space, while a ceiling fan contributes to air circulation.
Cabin in Lewes
4.93 out of 5 average rating, 142 reviews

*NEW * cozy wooded retreat 🌳 near Delaware beaches

Come relax after a busy beach day at the ⚓️Admiral’s hideaway⚓️. A newly renovated 2BR/1bath Villa in Lewes, DE. A perfect getaway for a couple or small family visit to all the beach attractions. The hideaway is close enough for easy access yet far enough for residents to sleep away from the heavy Route 1 traffic noises. The entire home is on a private lot (not a neighborhood) lined with 🌲 leading up to the house with a fenced in yard (perfect for your furry family members).

Guest favourite
The cozy cottage showcases a welcoming exterior with wooden shingles and a front porch. An American flag is displayed, and two small shrubs frame the entrance. A clear pathway leads to the door, surrounded by a grassy area and trees in the background.
Tiny home in Ocean View
4.91 out of 5 average rating, 251 reviews

Tiny Cottage at Good Earth, near Bethany Beach

Welcome to the "Tiny Thyme Cottage" at Good Earth. The cottage is super cozy, perfect for a couple, with 1 queen bed, a kitchen & bathroom, and a small living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include 2 on-site restaurants, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, and 2 cottages on the property. Staying at Good Earth is more than just a beach trip!

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
5.0 out of 5 average rating, 66 reviews

Lewes Carriage House-Hamptons Style Pool & 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 spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Flat in Rehoboth Beach
4.97 out of 5 average rating, 666 reviews

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Guest favourite
The open concept living area combines a kitchen, dining space, and lounging area, featuring light-toned cabinetry and modern appliances. A round dining table with two stools is positioned near a window, while a cozy couch and media console are arranged for comfort and convenience.
Flat in Ocean City
4.92 out of 5 average rating, 136 reviews

Bright and Airy Oceanside Condo

Wake up to stunning ocean sunrises from your private balcony and enjoy bay sunsets just outside your front door. This oceanside condo in midtown Ocean City, MD is steps from the beach!! Beachside with no street to cross. Park your car for free in our covered lot. Enjoy a walkable location near top restaurants, bars, nightlife, and attractions like Seacrets, Fager’s Island, Macky’s, breakfast at barn 34 and mini golf. Ideal for a convenient Ocean City beach vacation.

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
4.88 out of 5 average rating, 370 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!!

Top guest favourite
A modern dining area features a large white table surrounded by upholstered chairs. A vase with fresh flowers sits at the center, and sliding glass doors allow natural light to enter, providing a view of the outdoor space.
Holiday home in Dewey Beach
4.99 out of 5 average rating, 124 reviews

Luxury, Ocean Block 4B/3B Condo at Van Dyke Villas

Come stay at our stunning 4 bedroom, 3 full bathroom, ocean block condo with direct ocean views. This rental has every convenience for the perfect vacation. Located on the same block as the beach, you can have your feet in the warm sand within minutes. Newly renovated, this rental features modern amenities, including a fully upgraded kitchen and bathrooms, a gas fireplace, smart TVs throughout and an amazing, oversized screened-in porch with Ocean views.

Top guest favourite
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
4.99 out of 5 average rating, 232 reviews

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* and no pets from June 14 to Labor Day.

Guest favourite
The front of the house features a white exterior with decorative wooden accents. A welcoming porch is highlighted by two chairs, and low shrubs are positioned along the sides. The fenced yard contains open grassy areas and a clear sky above, creating a peaceful setting.
Home in Lewes
4.95 out of 5 average rating, 37 reviews

The Coastal Getaway on Wil King

Enjoy a peaceful getaway at this newly updated 3-bedroom, 2.5-bath coastal retreat! Features an open-concept living space, 3 spacious bedrooms, and a large yard—perfect for the whole family! Just a short drive to restaurants, shops, and entertainment along Route 1, including downtown Lewes and Rehoboth Beach. Ideal for a relaxing stay with plenty of room for everyone!

Top guest favourite
A large tree provides shade in a grassy yard, with a two-story cottage visible in the background. The home features a porch and is surrounded by lush greenery, creating a serene outdoor environment.
Home in Lewes
4.98 out of 5 average rating, 161 reviews

Willow Oak Waterview Cottage

Country quiet waterfront cottage on 3 acres overlooking wetlands and the Rehoboth Bay. Centrally located to Downtown Lewes, Rehoboth and Dewey Beach, DE. Watch beautiful sunrises on the bay with abundant wildlife and resident Bald Eagles. Plenty of privacy and parking. Entire 1st floor unit that's completely renovated with private entrances.

Popular amenities for Rehoboth Bay holiday rentals