Vacation rentals in Angola by the Bay

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Top-rated vacation rentals in Angola by the Bay

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

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Top guest favorite
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 favorite
A comfortable living area features a sectional sofa in rich green tones and a modern ceiling fan above. A flat-screen TV is mounted on the wall. Light enters through a window adorned with soft curtains, complementing a dining space with a wooden table and colorful chairs.
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 favorite
A spacious deck area is shown, featuring two wooden chairs positioned on a patterned outdoor rug. The entrance door is painted blue and flanked by two light fixtures. Lush greenery surrounds the deck, enhancing the natural setting.
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.

Top guest favorite
Home in Lewes
4.95 out of 5 average rating, 102 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!

Guest favorite
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 favorite
A serene view of a verdant landscape seen from the balcony. Tall trees and lush greenery create a natural backdrop, while a grassy area extends into the distance. A gravel patch and a paved surface are visible in the foreground, providing a sense of the outdoor space.
Condo in Lewes
4.99 out of 5 average rating, 204 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 favorite
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, 124 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!

Top guest favorite
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, 510 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 :)

Guest favorite
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, 128 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 favorite
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, 225 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 favorite
A charming exterior view of a home is captured, featuring a well-kept lawn with flowering bushes in the foreground. Two chairs sit on the porch, accompanied by a small flower arrangement on a table. Bright greenery enhances the welcoming appeal of the space.
Home in Lewes
4.97 out of 5 average rating, 59 reviews

Bay Retreat

Come, relax and stay with the whole family in our resort stye Community located in the beautiful Angola by the Bay. Enjoy a walk in the woods on one of our many beautiful trails , relax on a swing at our waterfront or bring your canoe, for fun day on the water. Angola by the Bay has it all! We are just a few miles from all the area Beaches and fabulous Restuarants, outlets and more for your entertainment.

Guest favorite
The cottage is set amidst a wooded area, featuring a screened-in porch at the front. Two American flags adorn the porch, with gravel pathways leading to the entrance. The exterior is painted in a light yellow color, surrounded by bare trees.
Cottage in Lewes
4.91 out of 5 average rating, 54 reviews

Sunny Side Cottage🌞

Relax with the whole family at this peaceful place to stay. The Cottage has 2 bedrooms, 1 full bath and a screened in porch. Washer/Dryer and plenty of parking. Enjoy the Saltwater pool and kiddie pool, playground,baseball field, basketball, tennis, pickle ball, and bocce court. Walking and biking trails throughout the neighborhood. Breweries, Wineries, Beaches, State Parks, and Shopping nearby.

Popular amenities for Angola by the Bay vacation rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. Sussex County
  5. Angola by the Bay