Vacation rentals in Angola by the Bay

4.94 out of 5 average rating, 108 reviews

Cabin in Lewes

*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.

5 out of 5 average rating, 32 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

Superhost

Outdoor storage area displays a collection of recreational items, including a large yellow kayak, an orange kayak, two bicycles, and a paddling oar. The background features a shed surrounded by lush greenery, conveying a relaxed and inviting environment.

4.78 out of 5 average rating, 46 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.

A cozy outdoor seating area is illuminated by string lights. Five white adirondack chairs surround a central fire pit, accompanied by a geometric black table. Lush greenery serves as a backdrop, enhancing the tranquil setting for gatherings.

5 out of 5 average rating, 28 reviews

Cottage by the Bay

Enjoy what lower, slower Delaware has to offer in this cozy cottage near the bay. This gated family-friendly community offers many activities including pool, kayaking, basketball, pickle ball, and crabbing docks, and is close to beaches, shopping, golf, and dining. This will be your home away from home with 3 bedrooms and 3 full baths, a well-equipped kitchen, and laundry room, all season porch, and a relaxing backyard with a fire pit, bar, dining area, and TV!!! 5 minutes from Baywood Greens!

Superhost

4.84 out of 5 average rating, 45 reviews

Rest a Shore 4BR home -Angola -boat launch, pool

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)

4.84 out of 5 average rating, 114 reviews

A secure gated entrance is seen, framed by lush trees. Sunlight filters through the foliage, casting shadows on the asphalt driveway. The black wrought iron gate stands open, inviting access to the community while a white fence runs parallel, providing a clear boundary.

Cottage in Lewes

'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!

4.98 out of 5 average rating, 208 reviews

The kitchen area is equipped with modern appliances, including a refrigerator, dishwasher, and stove. Light-colored cabinets contrast with the intricate mosaic backsplash. A countertop offers space for meal preparation, complemented by utensils and coffee makers positioned for convenience.

Condo in Dewey Beach

DeweyBeach Condo 2BR + sleeper. Walk to the beach!

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

Apartment in Rehoboth Beach

A well-organized kitchen counter is showcased with a coffee maker and essentials. A container of Dunkin' coffee sits alongside a variety of creamers and sweeteners, all placed neatly on a textured stone surface. Nearby, a paper towel holder adds practicality to the space.

4.97 out of 5 average rating, 565 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.

A well-equipped kitchen features a spacious breakfast bar with several high-backed stools. White cabinetry complements the stainless steel appliances, including a gas stove. Light wood flooring adds warmth to the area, which is illuminated by natural light from nearby windows.

4.92 out of 5 average rating, 12 reviews

Cozy Cottage by the Bay

Welcome to the peaceful Angola by the Bay gated community. This updated home is perfect for your family vacation or short getaways and offers a well-equipped kitchen, breakfast bar, spacious dining room and a quiet porch. Enjoy the community pool from Memorial day to Labor day, as well as Tennis, Basketball courts and a short walk to docks at the bay. This home is a 20 minute drive from downtown Lewes, Rehoboth, Cape Henlopen State Park, breweries and more!

4.98 out of 5 average rating, 189 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.

Boats are docked at a calm marina, with reflections visible on the water's surface. Wooden posts line the edge of the dock, while greenery from surrounding trees provides a natural frame. A parking area is seen in the background, indicating accessible access to the marina.

4.95 out of 5 average rating, 39 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.

4.95 out of 5 average rating, 191 reviews

A group of chickens, including a rooster and several hens, can be seen in a wooden garden bed surrounded by grass. The scene is framed by trees with autumn leaves in the background, illustrating a serene rural environment.

Guesthouse in Lewes

Very private and cozy, Country Cottage

You’ll love my place because of the outdoors space and relaxing country feel. The cottage is best for couples. A maximum of two dogs is allowed. Distances from my place to Cape Henlopen Park (9.9miles), Rehoboth Beach (10 miles), Dewey Beach (11 miles). Tanger Outlets (7.8 miles). Please keep in mind that, although the above distances are accurate, driving time may be longer due to seasonal traffic.

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Other great vacation rentals in Angola by the Bay

An open living space features light-colored, modern furniture, including a cozy sofa and dining area. A staircase leads to the upper level. The well-equipped kitchen is visible, with stainless steel appliances and an island bar with seating. Natural light floods the room through large windows.

5 out of 5 average rating, 5 reviews

The Red Chalet

TeresaRating, 5 starstoday

Jason was a great host. Made checking in and all communication very easy. I would stay here 5-5. Very clean, easy access to stores, few miles from east hwy 1 and all beach access. Mega comfy beds.

A serene water view is presented, featuring a calm river with a wooden dock extending into it. Shadows from overhanging trees frame the foreground, while houses are visible along the opposite shore, enhancing a tranquil natural setting.

4.79 out of 5 average rating, 14 reviews

Relax,Unwind and have FUN at Bayside Breeze

StevenRating, 5 stars10 months ago

This is our second year in a row staying here and hope to be back next year as well. Jamie keeps the house very clean and is always a pleasure to deal with.

A long hallway is visible, featuring a decorative red runner rug aligned in the center. Light from a ceiling fixture illuminates the space, and a partially open door at the end suggests access to a bathroom. The walls are painted a neutral tone.

4.81 out of 5 average rating, 47 reviews

4 Bedroom ranch in quiet dead end street

KarenRating, 5 stars1 day ago

We had a great stay at Joshua's place. Loved the screened in porch where we spent most of our time. Plenty of room inside the house as well. Close to alot of nice restaurants. We would definitely come back to the area.

4.93 out of 5 average rating, 40 reviews

A stacked washer and dryer unit is displayed against a wall. The front-loading washer has a transparent door showcasing its contents. Control panels with illuminated buttons and settings are visible on the upper unit. A yellow sticker indicating pricing and instructions is affixed to the top.

Cottage in Lewes

Sunny Side Cottage🌞

JenniferRating, 5 stars9 months ago

This was our second time staying at Eileen's cottage and everything was just the same as the first time. Well stocked, very clean and Angola by the Bay is a great area. Nice walking neighborhood, swimming pool and other activities. Looking forward to another stay!

5 out of 5 average rating, 82 reviews

An outdoor patio area is featured, illuminated by string lights above. A circular stone fire pit is surrounded by several chairs, including two red and one blue Adirondack chair. A propane grill is positioned nearby, with a wooden deck visible in the background.

Cottage in Lewes

Hetty's House - Your Cozy Retreat

TaylorRating, 5 stars1 month ago

Travis was an incredibly responsive and accommodating guest! So lucky to have rented from him. His house was cozy and charming and had everything we needed for a 4 day stay! Would definitely return.

A serene sunset is captured over the calm waters of Rehoboth Bay, with soft hues of orange and purple blending in the sky. The reflection of the sun sparkles on the water's surface, creating a tranquil atmosphere.

4.99 out of 5 average rating, 100 reviews

Willow Oak Waterview Cottage

MarissaRating, 5 stars6 days ago

Beautiful little cottage on the water… would definitely stay again.

A picnic area features a blue table with attached benches under a covered pavilion. The pavilion has a wood exterior and is surrounded by lush greenery. Additional picnic tables are visible in the background, along with recycling bins and pathways within the tranquil outdoor space.

5 out of 5 average rating, 17 reviews

3 Bedroom house in Angola by the Bay - Lewes

SabinaRating, 5 stars10 months ago

We enjoyed the privacy of this home. It felt quiet and peaceful. Home was fully stocked, comfortable beds & furniture. Neighbors were very friendly and helpful. Tucked away in a nice community yet only 10 mins from all the shops and beach. Host was wonderful to work with. Highly recommend!