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Holiday rentals with a pool in Delaware

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Delaware

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

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Guest favourite

Home

5 out of 5 average rating, 19 reviews

Farm House Built in heated pool/over flow jacuzzi

Relax with the whole family at our peaceful home in the country. Enjoy the beautiful scenery that surrounds our home. Kartrite Water Park and Resorts World Casino is 30 minutes away. Enjoy the pool and spa in the warm months, the pool area has an outdoor kitchen with a small refrigerator, propane grills, 24”griddle and a sink. Nine hole pitch and putt coarse . If you enjoy fishing, kayaking, boating, Lake Huntington is only 10 min away with a boat ramp. The Delaware River is only 15 min. away.

Guest favourite

Chalet

4.86 out of 5 average rating, 128 reviews

Pocono Chalet~Sauna~Firepit~2 Fireplaces~Game Room

This is a one of a kind LINDAL CEDAR HOME, with an open layout, 16 foot Cathedral ceilings with floor to ceiling windows. Perfect getaway for family outings or friends getting out of the city. Following attractions are nearby: Lakes Wallenpaupack Promised Land State Park Skytop Camelback Ski/tube Kalahari Indoor Water Park Mt. Airy Casino NO PROMS NO FRATS POOL opens mid April and closes mid Nov. All guests are required to accept host's lease agreement prior to check in. Pets need approval

Guest favourite

Home

4.9 out of 5 average rating, 93 reviews

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Cabin

4.83 out of 5 average rating, 196 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

Home

4.89 out of 5 average rating, 88 reviews

Spacious Catskills Farmhouse on over 5 acres!

Come enjoy some winter fun in the Catskill Mountains! Grab your coat & gloves and head to the Catskills. Take the kids skiing or just make a snowman in the yard. Warm up with some hot cocoa around the firepit or enjoy a winter BBQ on the deck. Try your luck at the casino or spend a day at the indoor water park. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four season recreation.

Chalet

5 out of 5 average rating, 4 reviews

Serenity Estate: Farmhouse+Cottage w Pool & HotTub

Book your dream getaway at our luxurious Catskills Airbnb, Serenity Manor Retreat! Perfect for large groups & families, this charming vacation rental is just 8 minutes from Phoenicia & close to Breweries. Enjoy a swim in the heated pool or relax in the hot tub, gather around the fire pit, and take in the breathtaking Mountain Views. With its storybook charm and modern amenities, this is the perfect escape from the city. Book now & create unforgettable memories in the heart of the Catskills!"

Cabin

4.92 out of 5 average rating, 177 reviews

5mins Lake Access Retreat/GameRoom,BBQ &IndoorPool

Stylish 5-Bedroom Lake Retreat—2200 sq. ft. Comfortably sleeps 12+ guests, renovated home with a relaxing fire pit in the backyard, a BBQ on the patio, and a fully stocked kitchen for all your cooking needs. 3 pools (1 indoor), gym, sauna, volleyball, tennis, basketball, and free access to community hiking trails. 4 miles to Lake Wallenpaupack 8 miles to Claws 'N' Paws Wild Animal Park 9 miles to Costa’s Family Fun Park 10 miles to Sculpted Ice Works 17 miles to Promised Land State Park

Guest favourite

Cabin

4.95 out of 5 average rating, 171 reviews

Cozy Catskills 4Br Retreat w/ FirePit & Hot Tub

7 min drive to Phoenicia 10 min drive to Belleayre Mountain 25 min drive to Hunter Mountain 35 min drive to Windham Mountain Renovated 1920’s cabin style home nestled on 4 acres in the Catskill Mountains. Easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, and swimming holes. A ton of outdoor space to enjoy in addition to our fully private seasonal pool (Late May-mid Sept). Our newly added 6 person hot tub is available year round.

Guest favourite

Home

4.91 out of 5 average rating, 22 reviews

Catskills Retreat | Hot Tub & Fall Foliage

Just minutes away from Bethel Woods and the Delaware River our Narrowsburg escape combines airy space with style and luxurious comfort. Less than 2 hours from NYC, this family-friendly retreat is perfect for relaxation. Enjoy the manicured gardens, heated pool (in the summer), hot tub, and outdoor kitchen. The lower floor offers games and lounge space. Wander through the gardens and spend memorable nights by the fire pit under the stars—a magical space made for creating memories.

Home

4.87 out of 5 average rating, 125 reviews

Beautiful Lakeview - Ski Hill & Indoor Courts

Cozy Lakeview home with large deck,BBQ & fire pit in a safe family-friendly community with lots of amenities! Steps away from the pool - close to beach/lake area. HOME HAS AIR CONDITIONING! Community has 2 Lakes and pools with beach/BBQ area. All you need for a fun-filled and relaxing getaway. Basketball & Tennis Courts, Kayak rentals and more... Winter -The Hideout offers snow tubing and skiing. Guests are responsible for lift tickets, rentals and any other fees for use.

Cabin

5 out of 5 average rating, 3 reviews

The Hart Of Homes

Eagle Lake is a Recreation Community Community located in Gouldsboro, Pennsylvania, high up in the mountains of the Pocono’s. it’s a beautiful getaway if you love the mountains and the woods, specially the wildlife. this house comes with a beautiful hot tub l also a nice fire pit to stay warm outside as well a barbecue , there is so much to do in this community..they have skiing..zip lining, hiking, swimming, there’s tons of activities you will never be bored:)

Guest favourite

Cabin

5 out of 5 average rating, 32 reviews

Spirit Cabin: Lakefront w/Pool-Sauna-Cold Plunge

Escape to this elegant 3-bed, 3-bath modern lakefront cabin in Forestburgh—just 2 hrs from NYC. Discover this breathtaking home set on 5 lakefront acres. Immerse yourself in limitless enjoyment with amenities both indoors and out. Enjoy the heated pool, hot tub, sauna, *new cold plunge, and firepit. Experience water sports on the lake with provided equipment. Perfect for relaxation and adventure! Explore Nearby towns of Livingston Manor and Narrowsburg.

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Popular amenities for Delaware rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home

5 out of 5 average rating, 36 reviews

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

Guest favourite

Home

4.85 out of 5 average rating, 109 reviews

Lakefront, Spacious, Hottub, Firepit, Ping Pong!

Home

5 out of 5 average rating, 3 reviews

NEW: Home for the Holidays w/ Hot Tub & Game Room!

Home

4.86 out of 5 average rating, 58 reviews

Farmhouse Fantasia: Family Fun & Adventure Await!

Home

4.91 out of 5 average rating, 81 reviews

HillTop Manor-Spacious 6BR+PS5+FirePit+Pool Table

Home

4.84 out of 5 average rating, 25 reviews

Maison Liberty w/pool, hot tub, firepit and more

Guest favourite

Home

4.95 out of 5 average rating, 22 reviews

Lighthill House

Guest favourite

Home

4.92 out of 5 average rating, 12 reviews

Massive & Luxurious Catskills 6BR House

Apartment rentals with a pool

Apartment

4.76 out of 5 average rating, 54 reviews

Condo Apartment at Villa Roma Resort

Apartment

4.79 out of 5 average rating, 24 reviews

Condo Apartment on site at Villa Roma Resort

Apartment

5 out of 5 average rating, 4 reviews

Condo Apartment On Site at Villa Roma Resort

Apartment

4.6 out of 5 average rating, 15 reviews

Condo Apartment on site at Villa Roma Resort

Apartment

4.3 out of 5 average rating, 10 reviews

Condo Apartment on Site at Villa Roma Resort

Apartment

4.75 out of 5 average rating, 8 reviews

Condo Apartment On Site at Villa Roma Resort

Quick stats about holiday rentals with a pool in Delaware

Total rentals
30 properties
Nightly prices starting at
€ 57 before taxes and fees
Total number of reviews
380 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore