Vacation rentals in Angola by the Bay

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!

Value · Family · Walkability

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.

Family · Value · Cleanliness

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.

Family · Location · Hospitality

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 2026 Pool info: schedule in guest book No smoking/ No pets

Family · Location · Air conditioning

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)

Location · Family · Getting around

'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!

Location · Family · TV

*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).

Family · Value · Hospitality

Dock Holiday - Waterfront A-frame Cottage

Kick back and relax with family and friends in this comfy and stylish mid century modern waterfront cottage in Angola by the Bay, a gated community featuring community crab docks, trails, a pool, and tennis and pickleball. House has huge waterfront lawn for outdoor games. Minutes to the action and amenities nearby such as historic Lewes, Cape Henlopen State Park, Dewey Beach and the famous Rehoboth Beach boardwalk. Bring your own boat or kayaks and get out on the water!

Family · Location · View

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!

Family · Location · Kitchen

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.

Value · Location · Bathroom

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.

Location · Family · Accuracy

Lewes coastal home slps 12 shared pool, bay access

Spacious 5-bedroom Lewes retreat sleeps 12—perfect for your summer getaway! Spend your days at nearby Lewes, Rehoboth, and Dewey beaches, explore Cape Henlopen State Park, or visit local breweries, wineries, and waterfront bars. Enjoy a spacious yard and direct bay access for kayaking, crabbing, or simply relaxing after a day of coastal fun. Experience the best of summer by the bay—book your stay today!

Value · Location · Indoor spaces