Vacation rentals in Angola by the Bay

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Top-rated vacation rentals in Angola by the Bay

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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

4.94 out of 5 average rating, 112 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 situated peacefully in an acre of private woods in Lewes, DE. A perfect getaway for a couple or small family visit near all the beach attractions. The hideaway is close enough for easy access yet far enough for residents to sleep undisturbed by traffic noises. Surrounded by nature🌲, the landscaping offer a priceless sense of tranquility ✨ like camping 🏕 but with all the comforts of being at home.

Guest favorite

A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.

Home in Ocean View

4.9 out of 5 average rating, 583 reviews

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Guest favorite

The two-story home is nestled among trees, featuring a light blue exterior with a welcoming entryway. A spacious deck is visible above, furnished with a seating area, and multiple windows allow natural light to fill the interior. A welcoming blue door leads inside.

Home in Lewes

4.86 out of 5 average rating, 22 reviews

The BeachBird Bungalow- Slps 10 W/ 2nd Floor Deck!

Bring the whole family to this great space with lots of room for fun! Located in a resort-style gated community, the BeachBird is a short walk to the pool & club house and quick bike ride to the community marina & kayak launch! With three well-appointed bedrooms, two full baths & powder room, there's plenty of space for guests. The huge 2nd floor loft area & adjoining deck is the perfect hangout! The home is completely stocked with all home necessities/appliances, making your stay simple & easy!

Superhost

A charming beach cottage is nestled among trees, featuring a welcoming porch and large windows. Surrounding the home, multiple adirondack chairs are positioned over a gravel area, with a grill nearby and a hammock hanging between trees, inviting relaxation in a peaceful setting.

Home in Lewes

4.74 out of 5 average rating, 50 reviews

Bring your flip flops and relax! Adorable beach cottage in a quiet, gated community just a short drive from the hustle and bustle of downtown. Enjoy the outdoor area at home with a fire pit, grill, and games or explore the wooded trails, crabbing dock, or community pool. The pool is open on weekends only from Memorial Day weekend until full-time hours begin on the 13th of June until Aug 24. Then additional weekends of 8/30-9/1, 9/6-9/7, 9/13-9/14 You must be at least 25 years of age to rent.

Top guest favorite

A black plaque is mounted on a white exterior wall, featuring the text 'KEY WEST HOUSE' in large letters and 'EST. 2022' below it. The signage offers a welcoming touch, clearly indicating the property's name and establishment year.

Home in Lewes

4.91 out of 5 average rating, 22 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.

Guest favorite

The interior of the bus features a cozy layout with wood paneling and large windows providing natural light. A comfortable seating area, equipped with pillows, is situated next to a compact kitchen with a stove and cabinets. A small dining table with two placemats is visible.

Bus in Frankford

4.95 out of 5 average rating, 124 reviews

Delightful Skoolie Near Bethany Beach

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

Guest favorite

An A-frame cottage is framed by trees, showcasing a combination of blue siding and wooden accents. A wrap-around deck offers outdoor space, while large windows allow natural light to illuminate the interior. Leaves scatter on the ground, enhancing the natural setting.

Cottage in Lewes

4.76 out of 5 average rating, 21 reviews

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!

Guest favorite

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.

Apartment in Rehoboth Beach

4.97 out of 5 average rating, 570 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.

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

4.98 out of 5 average rating, 191 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* from Memorial Day to Labor Day.

Top guest favorite

The exterior of a light blue house is surrounded by tall trees, providing ample shade. A welcoming front porch features a railing and four chairs, inviting relaxation. The roof is gently sloped, and the home showcases a chimney at the peak.

Cottage in Lewes

4.96 out of 5 average rating, 25 reviews

Relaxing Beach Cottage

Welcome to established family friendly community Angola By the Bay with plenty of shade and trails. Beaches Lewes and Rehoboth within 15 minutes, shopping and plenty of eateries close by. Enjoy walking trials, crabbing docks, 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, yard games, etc.

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

4.96 out of 5 average rating, 46 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

4.93 out of 5 average rating, 43 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.