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Vacation 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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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 through Columbus Day in October! Come get your last days of summer! WINTER RENTALS NEGOTIABLE.

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.

Home in Wildwood Villas

4.75 out of 5 average rating, 102 reviews

BAYSIDE Beach Home with a Pool-PET FRIENDLY

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.

Home in Ocean View

4.86 out of 5 average rating, 64 reviews

Quiet Beach Cottage with PRIVATE POOL

POOL OPEN thru October Unexpected oasis close to Bethany Beach, all the modern comforts, & private pool! This all-season rental includes a double fireplace, so be sure to pack your swimsuit in summer and favorite heavy books in winter. Equally perfect for family vacation or romantic getaway - the choice is yours! New & comfortable mattresses, Internet, RokuTV in Living Room, Game Room, Master Bedroom. Alexa in kitchen, RING doorbell, NEST thermostat, parking, screened porch, unique artwork

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.

Home in Lower Township

4.89 out of 5 average rating, 55 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.

Condo 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.

Rental unit in Ocean City

4.71 out of 5 average rating, 28 reviews

3br Waterfront Assateague Island Best View

3br/2 full bath with the best view in OC . great pool. View over the Bay, Inlet & Assat. Island. You can see the wild ponies on the beach. 2 1/2 off street parking spots. Quiet & right in the middle of the action. Beautiful Sunsets. Walk to Beach and many restaurants nearby. better Info call us 410two - 2 four137 hundred - and watch the video of the house/ or any doubt. Marcia Palmisano GoodtimesinOCcom Vacation Rentals.- please bring sheets/towels & call with questions & under 25.

Cottage in Wildwood Villas

4.94 out of 5 average rating, 64 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.

Home in North Cape May

4.98 out of 5 average rating, 94 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

Home in North Cape May

4.99 out of 5 average rating, 188 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

Home in Rehoboth Beach

4.96 out of 5 average rating, 67 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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Popular amenities for Lewes rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Wildwood Villas

4.92 out of 5 average rating, 113 reviews

Wilde Rose By The Bay - Salt water Inground pool

Home in Cape May

4.98 out of 5 average rating, 48 reviews

Cape May Modern with Heated Pool/Porch Sleeps 16!

Home in Villas

4.99 out of 5 average rating, 111 reviews

Hot Tub Holiday Escape! Fireplace, Private Beach

Home in Salisbury

4.9 out of 5 average rating, 58 reviews

The Bury Oasis: Pool◈Hot Tub◈Master Suite◈PingPong

Home in Lower Township

4.97 out of 5 average rating, 61 reviews

YEAR ROUND Beachfront Pool Paradise Cape May Beach

Home in Rehoboth Beach

5 out of 5 average rating, 69 reviews

Spacious Living in Rehoboth, with a Pool

Home in Wildwood Villas

5 out of 5 average rating, 29 reviews

The Perfect Escape

Home in Ocean City

4.74 out of 5 average rating, 19 reviews

Point Break - 4BR Beach House Private Heated Pool

Condo rentals with a pool

Condo in Ocean City

4.87 out of 5 average rating, 31 reviews

New! Ocean View Large Condo and Heated Pool

Condo in Ocean City

4.96 out of 5 average rating, 27 reviews

2BR Waterfront | 1st Floor | Patio | Pool | W/D

Condo in Ocean View

4.89 out of 5 average rating, 9 reviews

Waterfront Condo With Olympic size swimming pool

Condo in Ocean City

4.84 out of 5 average rating, 77 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

Condo in Rehoboth Beach

4.96 out of 5 average rating, 93 reviews

Beautifully renovated 2BR 2BA Condo w/ pool!

Condo in Ocean City

4.7 out of 5 average rating, 30 reviews

OC's Only Private Resort

Condo in Ocean City

4.88 out of 5 average rating, 40 reviews

Family Friendly Two BR OCMD Condo Bay Side

Condo in Rehoboth Beach

4.86 out of 5 average rating, 79 reviews

Lovely Two bedroom condo with community pool.

Quick stats about vacation rentals with a pool in Lewes

Total rentals
10 properties
Nightly prices starting at
G$25,048 GYD before taxes and fees
Total number of reviews
540 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore