Holiday rentals with a pool in Rehoboth Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rehoboth Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

Fabulous 7 BR, 5 BA single family home with Private in-ground 20x40 Pool, Decks, Hot Tub, Screened Porch, gas FP, Open Gourmet Kitchen, gas grill, Parking + Carriage House. This one-of-a-kind 5000 sq. ft. retreat is completely remodeled w/ hardwood floors & plenty of room for entertaining! Dining room seats 12-14. Approx. 1.8 miles to beach & downtown Rehoboth. No Smoking/No Pets. Our home is located within a QUIET family-oriented community with a noise ordinance in effect at 10 pm. No parties.

Guest favourite

Apartment 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

Apartment 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

Apartment in Rehoboth Beach

4.82 out of 5 average rating, 367 reviews

2 Bedroom Condo Rehoboth Beach w/ No Chores

2 Bedrooms Condo. Great for families or couples. Walking distance to restaurants, beach, bars & other entertainment. Driving distance to 5 different golf courses within 15 minutes. Walking distance to water park & amusement park. Pool on site. Bike & running trail behind the condo. Roku on every TV with Xfinity app for local TV & a Spectrum app for premium channels. We have MGM +& you can add any of your own streaming services during your stay. Smoking area on deck. No chores for you to do!

Guest favourite

Apartment in Ocean City

4.92 out of 5 average rating, 258 reviews

Nice 2 BR Oceanfront, Year Round Fun & Amenities!

GORGEOUS kitchen & main areas renovation completed March ‘22!! 2 bedroom, 1.5 bath, direct oceanfront condo on 7th floor of Golden Sands building in OC. It’s clean, comfy, stylish, full of amenities & in a great location. Great WiFi, 3 TVs with cable, DVD, well stocked kitchen & stunning ocean view with large balcony. Top floor has indoor pool, fitness room, sauna & game room. Outdoor pool, tiki bar, gift shop, market & deli open weather permitting in May and then daily by Memorial Day.

Guest favourite

Apartment 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, 137 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.

Guest favourite

Townhouse in Rehoboth Beach

4.88 out of 5 average rating, 201 reviews

2BR 2BA condo - 1 mile to the beach!

- Second level condo with lake view. - Minimum two night rentals available off season. - Weekly rentals only, June 22nd- August 10 (Sat-Sat). - 1 mile to Rehoboth Beach or Dewey Beach. - Quiet, park-like setting with neighborhood pool. - Adjoins nature preserve and walking trails. - Free parking & WIFI. Washer/dryer in unit. *Please bring your own bed sheets, towels, and toiletries (pillows & blankets ARE provided for you).

Superhost

Home in Rehoboth Beach

4.83 out of 5 average rating, 112 reviews

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head

This adorable beach cottage has it all, and it's bigger than it looks! With 3 full-size bedrooms, 2 full baths, and an enormous back yard with an IN-GROUND POOL, big back deck, huge HOT TUB, gas fire-pit, and dual charcoal and gas-burning BBQ, this home has everything you need for an unforgettable beach trip. You'll love the 3 KING SIZE BEDS, two of which are tempur-pedic, plus the two twin beds are great for kids.

Superhost

Apartment in Rehoboth Beach

4.78 out of 5 average rating, 279 reviews

Right on Silver Lake walk to beach!

On the most beautiful and secluded part of Rehoboth. Have breakfast in your patio right on Silver Lake and then go to the pool or walk to the beach, shopping and restaurants downtown or drive 5 minutes to Tanger Outlets! For your peace of mind we comply with Airbnb COVID-19 cleaning and disinfecting guidelines. In addition we follow CDC guidelines leaving more than 24 hour between guests.

Guest favourite

Apartment in Rehoboth Beach

4.98 out of 5 average rating, 201 reviews

Quiet n Cozy Creekwood - Relaxing Getaway

Monthly discounted rates! It’s Schellville Time! Ideal for discounted Tanger Outlet holiday shopping, perfect for vacationers, business travelers, or getaways. Near local amenities, dining, shopping, trails, and a short drive to Lewes, Rehoboth, and Dewey beaches. Spacious 2BR, 2BA condo fully furnished with stocked kitchen, linens, Smart TVs, and WiFi. Ample free parking provided.

Guest favourite

Apartment in Lewes

4.94 out of 5 average rating, 234 reviews

Spacious | Modern & Cozy | Close to the Beaches

Perfect getaway conveniently nested just off the Costal Highway and just few minutes from the Nassau Valley Vineyard. Less then 5 miles to Lewes Beach and 7 miles to Rehoboth and Dewey Beach to enjoy the Ocean! Cape Henlopen State Park, Great Restaurants, Breweries, Historic Downtown Lewes, Tax free shopping at the Tanger Outlets and much more.