Holiday rentals with a pool in Lewes

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Top-rated rentals with a pool in Lewes

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Guest favourite

Condo in Lewes

4.96 out of 5 average rating, 115 reviews

SeaRenity -beach, pool, nature, shopping, relaxing

We offer you a modern, sophisticated and functional beach vacation/office work space that was newly renovated in March 2021. SeaRenity is located on DE-1 between Lewes and Rehoboth, in a quiet and tacked away apartment building. It has 3 bedrooms and a den equipped to be used as a 4th sleeping room. It's located 5 miles from Rehoboth Beach by car and 4.3 miles by bike/trail. Lewes Beach is 4 miles away. SeaRenity has unlimited free parking and is well equipped for shorter and longer stays.

Guest favourite

Condo in Rehoboth Beach, Sussex County

4.98 out of 5 average rating, 170 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

Guest favourite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 114 reviews

Sunrise Studio - Ocean Front Boardwalk Sanctuary

Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

Guest favourite

Condo in Rehoboth Beach

4.95 out of 5 average rating, 369 reviews

*The Artist's* - Pool / Quiet / Centrally Located

This newly updated condo is perfect for your next beach vacation. A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool. Stylish, clean and comfortable, the unit has two bedrooms, one on either side of the kitchen, an ideal layout for privacy for two couples or a family. Each bedroom has it’s own full bathroom. The screened in porch has a view full of trees. Located right off of Route 1, 3.6 miles from downtown Rehoboth and the boardwalk.

Guest favourite

Condo in Lewes

4.98 out of 5 average rating, 116 reviews

Mimi’s Place @ The Villages of 5 Points in Lewes

You will enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 15+ restaurants, 3 you can walk to (2 blocks away), nail salon, a hair salon, grocery store and a CVS (4 blocks). We need pictures of everyone’s license and the person booking must be at least 25 years of age. 4 beach chairs & umbrella are in closet on outside porch.

Guest favourite

Condo in Rehoboth Beach

4.98 out of 5 average rating, 197 reviews

Comfy and Convenient 2 bedroom/2 bath condo

Our bright and spacious 1st floor, 2 bedroom/2 bath condo (sleeps 6) in Eagles Landing is perfect for couples, friends, or a family. Recently renovated floors, appliances and countertops. We are an easy 5-minute drive from the beach. If you don't like the sand, the community offers 3 pools. Our unit includes parking, a full kitchen, living room, dining room (seats 6), washer/dryer, dishwasher, cable/wi-fi. Downtown restaurants, outlet shopping, & boardwalk are all within 2 miles.

Guest favourite

Tiny home in Lewes

4.96 out of 5 average rating, 136 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Superhost

Tiny home in Lincoln

4.84 out of 5 average rating, 265 reviews

Tiny house w/ Pool on water near Beaches / turf

Custom built tiny house located on Cedar creek, directly off of route one with Hot tub access.. 10 minutes from Delaware Turf and 15 minutes from the beach area. Tiny home comfortably sleeps four people. Waterfront view from the tiny house. We live on the property and are happy to help with your entire stay! We are contractor and long term rental friendly :) we also welcome Families with children or pets :) WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

Guest favourite

Condo in Ocean City

4.96 out of 5 average rating, 226 reviews

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

Guest favourite

Condo in Rehoboth Beach

4.9 out of 5 average rating, 198 reviews

Charming Beach Condo

Conveniently located in less than two miles to Rehoboth and Dewey Beach. A first floor end unit provides easy access. The community boasts 3 pools, tennis courts, grilling area, and is a short bike ride from the beach and all that Rehoboth and Dewey has to offer. It is walkable distance (1.5 miles) to downtown Rehoboth, where you'll find a variety of restaurants, shopping, and a world class boardwalk. There is something for everyone here! Sorry not pets

Guest favourite

Guest suite in Rehoboth Beach

4.98 out of 5 average rating, 123 reviews

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

*Book your 2025 stay before Jan 1 to avoid the new state rental tax* Updated pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.

Guest favourite

Condo in Lewes

4.95 out of 5 average rating, 112 reviews

Beautiful condo in Villages of Five Points, Lewes

Welcome to our beautiful condo in the desirable family friendly community of The Villages of Five Points ! Our 2 bedroom, 2 bath condo is the perfect place for your beach vacation or any occasion. The condo has been newly painted and new flooring has been installed as well. The condo is right off east of route 1 and about 3 miles from Lewes beach. Biking trails are close by and Cape Henlopen State Park is a short ride of about 3 miles.