Holiday rentals in Angola by the Bay

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.

Blue Heron Hideaway

Welcome to the Blue Heron Hideaway, an affordable, family friendly, home away from home. This 3 bedroom home located in Angola by the Bay is an easy 2 minute stroll to the bay front, kayak/canoe launches, and crabbing docks. The gated, community features a large pool, tennis and pickleball courts, basketball courts, and a marina! This home provides access to shopping, dining, Rehoboth and Dewey beaches, the Cape May Ferry, Sports at the Beach, and golfing all within a 15-30 minute drive.

'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!

Rosemary Cottage at Good Earth, near Bethany Beach

Welcome to "Rosemary Cottage". It is the perfect size for a small family, with 2 bedrooms (1 queen bed, and 2 single beds) a kitchen, and a 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 another cottage just like this "Basil Cottage". Staying at Good Earth is more than just a beach trip!

Boating, pool, back yard, tennis, love dogs!

Check out our GUEST REVIEWS - they say it all!! Single family home - Dog Friendly! At the water front there are kayak launches, crabbing/fishing spots and plenty of picnic tables to relax and watch the sunsets. Beyond the marina the community boasts two pools, tennis, pickleball, bocce, kids' playground and miles of walking paths to explore. BRING YOUR BOAT! For a small community fee you can use the boat ramp. Requires daily launch/pull and direct pay to community for tag.

*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).

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!

Relaxing Beach Cottage

Welcome to established family friendly community Angola By the Bay with plenty of shade and trails. Beaches Lewes and Rehoboth within about 15 minutes, shopping and plenty of eateries close by. Enjoy shaded walking trials with mature trees, crabbing docks, saltwater pool/baby pool, water access, and biking, or just relax by fire pit. You'll have full access to shed with everything you need for your stay including bikes, beach toys, chairs, umbrella, etc.

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 Memorial Day to Labor Day.

Mid-Century Milton w/heated Pool, POOL OPEN MAY 15

Mid-Century Modern Retreat with Pool – Beaches, Breweries & Parks Unwind in style at this mid-century modern escape at Red Mill Pond. With its private pool, open design, and curated retro décor, the home is as comfortable as it is eye-catching. Perfectly located near the breweries, beaches, and bike paths! 9 mins - Dogfish Brewery 12 mins - Lewes Beach 16 mins - Rehoboth Beach Boardwalk 19 mins - Dewey Beach

Classic Cottage for Two, Rehoboth Beach

Enjoy our sweet cottage that's close to the beach - it's less than a mile away! Our cottage is cozy and comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping and outdoor activities. Our charming screened-in porch is the perfect spot to relax and enjoy reading a book, having dinner and cocktails, or doing nothing at all!

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.