Holiday rentals with a pool in Lewes

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lewes

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

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Guest favourite

Home in Cape May

4.82 out of 5 average rating, 131 reviews

Beautiful 5BR house with inground salt water pool

Beautiful custom build home with an in-ground pool on two acres. This property is located around 10 minutes from Cape May and Wildwood, 20 minutes from Stone Harbor, Avalon and about 40 minutes from Atlantic City. If you are looking for a quiet and relaxing place with good nights sleep and the comfort of a spacious single home but close to all attractions, this is your place. This place is surrounded by a lot of trees, where you can breathe clean air and a lot of space for walking and sports.

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Home in Wildwood Villas

4.75 out of 5 average rating, 102 reviews

Bayside Beach Home with a pool-New Deck for 2025

Welcome to your perfect vacation getaway, just 4 houses from the beautiful Delaware Bay beaches! Famous for its breathtaking sunsets, this inviting 3BR home features a large above-ground pool and a lovely deck, ideal for relaxation. Start your day with coffee with loved ones or kick back with a cool drink in the afternoon sun. Plus, it’s pet-friendly, complete with a fenced yard where your furry friends can play. - Only 7 miles to the Cape May Beaches. - Only 8 miles to the Wildwood Boardwalk.

Guest favourite

Home in North Cape May

5 out of 5 average rating, 26 reviews

Pool Paradise - North Cape May

Sunny Oasis with Private Pool - Steps from the Bay! Welcome to coastal paradise in North Cape May! This inviting home offers a perfect blend of modern comfort and relaxation, an ideal getaway for families and friends seeking a sun-soaked retreat. Nestled just steps away from the bay, this home provides you with the ultimate beachside experience - a PRIVATE IN-GROUND POOL. Enjoy tranquil mornings and vibrant sunsets by the water, and easily access the sandy shores for a day of and relaxation.

Guest favourite

Home in Lower Township

4.87 out of 5 average rating, 60 reviews

Cape May Pool Paradise *Hot Tub* Sleeps 10

Escape to a paradise of relaxation and retreat in our charming vacation home in Cape May, New Jersey. This 4-bedroom rental boasts a beautifully designed saltwater pool, hot tub, outdoor tv/and deck, WiFi, a fire pit for cozy evenings under the stars, and a warm indoor pot belly stove to enjoy during cooler months. Centrally located between wineries, breweries, distilleries and only a few minutes drive from the beach, this is a vacation stay will ensure memories that will last a lifetime.

Guest favourite

Apartment in Dewey Beach

4.98 out of 5 average rating, 42 reviews

Stunning 2 bedroom with pool

Beautiful 2 bedroom condo in Dewey's most desired location. This condo is located at the Residences of Light House Cove with a stunning view of the bay and marina from your private balcony. The master suite boasts a king bed with a spacious private master bath. The comfortable 2nd bedroom has a queen bed with full bath easily accessible. The open floor plan allows ample room to spread out including a well equipped kitchen. The building has elevators for easy access and private parking.

Guest favourite

Cottage in Wildwood Villas

4.94 out of 5 average rating, 65 reviews

Bayside Home with the Best Sunsets

Enjoy a getaway at this cozy cottage on a spacious lot, just 15 minutes from downtown Cape May. Working remotely? House has a separate desk area and fast WiFi. The fenced-in yard features lots of foliage, pool, dining area, lounges and a hammock. Two parking spots & more street parking. The real attraction is the large covered porch with an outdoor dining table, grill, rocking chairs, and a high top table. Two bikes, a kayak, pool floats, and other games are also available for use.

Guest favourite

Home in North Cape May

4.98 out of 5 average rating, 95 reviews

Bay block home w heated saltwater pool opened!

Brand new heated salt water pool was just completed April 2022. Our home is close to family-friendly activities, restaurants, & Bay block. My place is good for families and big groups. Walking distance to Harpoon’s and one block walk from AMAZING sunset views!! Close to wineries, breweries & distilleries. We are also Dog friendly and have a dog friendly beach block. (200/per dog non-refundable, fee is not included with booking). Pool opening May 2024; closing October 2024

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Home in West Cape May

4.9 out of 5 average rating, 21 reviews

5 BdRm 3 Bath Family Home with POOL

Bring the whole family to this 5 bed 3 bath with seasonal private pool, and amazing views. Rear porches overlook Nature Conservancy where you can view meadows, birds, ocean and lighthouse. Multiple spaces for gathering. Full size eat in kitchen with all the modern amenities. Located walking distance to beach, restaurants, and shopping. This house checks off all the boxes! The solar heated POOL is open late May through Columbus Day in October! WINTER RENTALS NEGOTIABLE.

Guest favourite

Home in North Cape May

4.99 out of 5 average rating, 193 reviews

The Villa By the Bay - Private Pool & Hot Tub!

HEATED POOL IS CLOSED FOR THE SEASON. OPENS APRIL 10, 2025 EVERYTHING YOU NEED FOR THE PERFECT VACATION! *HOT TUB OPEN YEAR ROUND, HEATED PRIVATE SALTWATER POOL open! in huge fenced in backyard. A Coffee & Tea Bar! ALL LINENS & TOWELS PROVIDED! Minutes from the Bay & the Heart of Cape May! Close to family-friendly activities, restaurants, wineries & Cape May Ferry. A short walk or bike ride to Delaware Bay! 4 Bedrooms , 2 full baths. Home of the most amazin

Guest favourite

Home in Rehoboth Beach

4.96 out of 5 average rating, 68 reviews

Modern Home with Private Pool in Rehoboth Beach

Stunning modern home within biking or walking distance to Downtown Rehoboth. Location is key! We are just a stones throw from grocery stores, shopping, and many great restaurants! Our home features a large main house with 3 bedrooms (each with its own full bath), spacious living room, dining room, custom kitchen, a large screened porch, and heated saltwater pool. The property also includes a separate studio/4th bedroom with a powder room and outdoor shower area!

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Apartment in Ocean City

4.8 out of 5 average rating, 56 reviews

Renovated Downtown Townhome W/ Pool & Shuffleboard

Update- Outdoor pool closes 9/23/24 Modern, downtown Bayside 2-level townhouse w/ large community pool. Prepare to relax and unwind in this 2-level beach house! This central location makes it very easy to walk to the beach, boardwalk, and many restaurants & shops. The kitchen is fully stocked with all your cooking needs. Enjoy the pool view from right outside your sliding door. There isn't much more you could ask for. Bath and bed linens provided.

Guest favourite

Apartment in Rehoboth Beach

4.93 out of 5 average rating, 102 reviews

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

Get ready to relax immediately in this cozy and bright condo in a quiet community. The condo is a WALK-UP 3rd floor with vaulted ceilings, multiple balconies, and a relaxing screened porch with a view. We provide linens for the beds, bath towels, boogie boards, and beach chairs. Just over a mile from the beach and within walking distance are 3 community pools, a brewery, a grocery store, seafood restaurants, a water park, and more.