Holiday houses in Angola by the Bay

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Top-rated holiday rentals in Angola by the Bay

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Top Guest favourite
A tranquil view of the waterfront shows trees reflecting on the calm water's surface. A blue boat is visible on the shore, surrounded by lush greenery and a serene, natural setting.
Home in Lewes
4.98 out of 5 average rating, 42 reviews

Bradley's Bayou

Welcome! Visit our quiet secluded neighborhood 20/25 minutes from Rt. 1 restaurants, beaches & outlets. Our waterfront home has beautiful views & reasonable prices. This is a boating & crabbing community with a community pool, tennis courts, crabbing docks & playground. Fun & easy walking and biking for families! Bring creek boots! NOTE: Linens/towels NOT provided. Bring your own! Or Rental suggestion: Sheets at the Beach, LLC 2025 Pool info: schedule in "add'l photos" No smoking/ No pets

Top Guest favourite
Home in Lewes
5 out of 5 average rating, 29 reviews

Turtle Cottage by the Bay

Welcome to our Turtle Cottage by the Bay!! Escape the hustle and bustle and enjoy our gated community where you can take long walks, bike rides, enjoy the Community Pool, Pickle Ball, Crabbing, Fishing or Kayaking. Close to Beaches and State Parks. We are also very close to MANY Amazing Restaurants, Super Cool Breweries and Outlets for Tax Free Shopping. Perfect for that Romantic Getaway, Friends Trip or Family Vacationing!! Kids Play Travel Ball? We are just 12 Miles from Sports at the Beach.

Top Guest favourite
An aerial view of the Blue Bird Cottage is presented, surrounded by a lush expanse of mature trees. The quaint cottage sits on a spacious green lawn, illustrating the serene and private setting within a forested area.
Cabin in Lewes
4.95 out of 5 average rating, 108 reviews

Tiny Living: The Blue Bird Tree House 1BR/Den

Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs. Must be 21.

Guest favourite
Home in Lewes
4.95 out of 5 average rating, 100 reviews

Bay Pearl House! (grill, screened porch, crabbing)

The Bay Pearl House is spacious, comfortable, sun-filled, colorful and functional home base in a unique water front community -only a block from the water. Tasteful beachy decor with herons, flamingos, seahorses and geckos and 10 original photos of water scenes from 5 of the 7 continents of the world taken by the owner. Sun catchers on windows create rainbow-colored lighting streams around the house from sunrise to sunset, adding dynamic bursts of shape and color to enjoy, surprise and delight!

Top Guest favourite
An aerial view captures a large community pool surrounded by lounge chairs and blue umbrellas. Nearby, tennis courts and a playground are visible, with swings and a play structure. The setting is green and spacious, providing ample area for recreational activities.
Home in Lewes
4.93 out of 5 average rating, 29 reviews

Key West by the Bay Bungalow

Relax with the whole family at this peaceful place to stay. Just steps out the back door are the pool and the community amenities, and a quick bike ride takes you to the community marina and Kayak areas. Come unwind in this well-maintained home that is fully stocked with all the household items to make your trip enjoyable and simple. The community has many miles of trails winding thru the waterfront and woods great for biking and walking. Just a short car ride to Beaches, Boardwalk and Outlets.

Top Guest favourite
A spacious living area features two large sofas, one being a queen sleeper bed. A wooden coffee table sits on a neutral area rug. A dresser and smart TV are positioned along the wall, with a dining area visible through an open layout.
Condo in Rehoboth Beach
5 out of 5 average rating, 103 reviews

Coastal 2BR • 10 min to Beach & Trails

Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

Guest favourite
An open living and dining area features light wood flooring and a high ceiling accentuated by a ceiling fan. Comfortable sofas are arranged atop a natural jute rug. A dining table with white chairs and a kitchen with dark cabinetry are visible, creating a cozy yet spacious atmosphere.
Home in Lewes
5 out of 5 average rating, 14 reviews

The Red Chalet

Welcome to our home, the Red Chalet. This house has everything you need to make your stay enjoyable This house features 3 bedrooms, a full bath on the main floor and 1/2 upstairs, and an outdoor shower. Enjoy the wrap around deck with plenty of seating, outdoor grill, fire pit, hammock and evening lighting. There are plenty of community amenities including pool, tennis and pickle ball, basketball and playground. Enjoy the bay access for fishing and crabbing. Just 20 minutes to the beach.

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.
Condo in Lewes
4.99 out of 5 average rating, 200 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)

Guest favourite
Home in Lewes
4.86 out of 5 average rating, 57 reviews

Rest a Shore | Angola by the Bay - Pool, Amenities

This newly remodeled 4BR home is located in the quiet, gated community of Angola by the Bay. Bring your family, boat, kayaks, and bikes and you won't have to leave the community that includes a pool, tennis courts, bocce courts, basketball court, and walking paths! If you do leave, you are located just a short drive from Rehoboth Beach. *After booking, you will need to sign HOA agreement before you arrive for your stay. This is sent through Docusign. (Boat launch for a fee- please see below)

Guest favourite
A welcoming entrance to Angola by the Bay is captured at sunset, featuring a large, well-lit sign with the community's name. Soft hues of orange and purple fill the sky, and the surroundings include neatly landscaped greenery and a paved road leading into the community.
Cottage in Lewes
4.85 out of 5 average rating, 123 reviews

'Cottage by the bay', sleeps 8 near Rehoboth beach

This bayside getaway is a beautiful 'A' frame style cottage and is located along the Rehoboth bay with direct access to the water. The cottage is within the gated community of Angola by the Bay. About a block away from the front door is one of the three private crabbing/fishing docks, kayak launch and marina! Enjoy walking or biking along the water and trails throughout the community. The large pool is always a favorite too! Baywood greens golf is nearby also! Enjoy the beautiful sunsets!

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, 127 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).

Top Guest favourite
Home in Lewes
5 out of 5 average rating, 12 reviews

Bay Breeze & Marina Charm

Leave the daily rush behind and embrace the charm of Angola by the Bay in Lewes, Delaware. Relish peaceful walks, bike rides, the community pool, pickleball, crabbing, fishing, boating or kayaking, with a boat launch steps away. Close to pristine beaches, state parks, exceptional restaurants, vibrant breweries, and tax-free outlet shopping. Perfect for romantic retreats, friend getaways, or family vacations. Relax and create lasting memories in this coastal haven!

Popular amenities for Angola by the Bay holiday rentals