Holiday rentals with a pool in Northwestern Pennsylvania

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Northwestern Pennsylvania

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

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Guest favourite

Tiny home in Machias

4.84 out of 5 average rating, 359 reviews

Lucky Day Cabin Ellicottville/Ashford 30 acres

Family built cabin on 30 acre country estate, just outside exciting year round resort village of Ellicottville. Perfect for nature lovers and outdoor enthusiasts, the cabin has all necessities, similar to a tiny house. Nestled near the gardens, and surrounded by quiet rolling hills. Enjoy with door step delivered breakfast, or book a guided hike with estate owner and learn about medicinal plants and flowers, the topography of the land and a farm fresh picnic lunch on the peninsula of our lake.

11–18 May

$146 NZD per night

Guest favourite

Home in Meadville

4.87 out of 5 average rating, 30 reviews

Serenity Escape (3 Beds and Pool)

Bring the whole family to this great place with lots of room for fun. Home includes pool, deck, grill, washer dryer, and more. Located in West Mead Township, this home is near many event centers in Meadville (1 mile to Harper Event Center). If you are looking for somewhere to house multiple family members for a long weekend or just a couple coming to spend the night, this is a perfect place for you. Pool is open Memorial Day to Labor Day (Pool Heated!) THERE ARE NO PARTIES ALLOWED ON PREMISES.

20–27 Jan

$361 NZD per night

Guest favourite

Home in Sarver

4.99 out of 5 average rating, 71 reviews

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Our home is over 3500 square feet located on a 21 acre parcel. If you are looking for a quiet, private location, this is it! The home is nestled in the back of a pasture flanked by wooded areas on both sides and a barn located near the front entrance. The property includes plenty of outdoor parking. Hard to justify with any one photo however it is very spacious and includes an attached indoor heated pool and newly installed Pickle Ball court. A charming, picturesque place for all to enjoy.

1–8 Nov

$1,350 NZD per night

Guest favourite

Campervan/RV in Frewsburg

5.0 out of 5 average rating, 17 reviews

Lovely 2-Bedroom Keystone Sydney Outback 5th Wheel

Reconnect with nature at this unforgettable escape. You'll always remember your time at this unique place to stay. The property is located at Homestead Park Campground with plenty of weekend activities to enjoy. Whether it is swimming at the pool, having s’mores at a camp fire, or watching the beautiful sunset from the deck. The restaurant is open Sunday for breakfast. There is a playground on site, laundromat, showers with bathrooms, & camp store. Onsite camp owners can assist with any needs.

19–26 Feb

$176 NZD per night

Guest favourite

Tiny home in Cherry Creek

4.98 out of 5 average rating, 92 reviews

Tiny House, Pool, Goat, Rustic Barn Game Room&More

Lola’s Oasis is a hidden gem on beautiful grounds. Which includes this Tiny house (2 guests max),a Tree House(Separate Listing OPENING IN SEP 2024, 2 guests max) w/several unique amenities(Shared 6/24); a Pool, pool house,Rustic Barn Bar &GameRoom.A pergola patio area w/bonfire, slate Bar &charcoal grill. A hammock,Swing & a small Orchard. Stay in one & make new friends or bring friends & family to have the grounds to yourself! .5 miles to town,35 mins to Ellicottville,Allegheny &Chaut. Lake.

26 Dec – 2 Jan

$331 NZD per night

Guest favourite

Farm stay in Cattaraugus

5.0 out of 5 average rating, 122 reviews

The Guest House at Burdick Blueberries Farm

—Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. —During the blueberry season experience the joyful bustle of the you-pick season mid-July through August. ---Private guest house attached to farmhouse. —Enjoy our patio and spacious lawns plus in-ground pool. —Walk our grass lined rows of blueberry bushes and woodland trails. —Guest space...simple, natural aesthetic creates a relaxed haven.

10–17 Dec

$388 NZD per night

Guest favourite

Condo in Ellicottville

4.89 out of 5 average rating, 203 reviews

Wildflower Studio Retreat

Clean and cozy ground floor studio townhouse less than 5 minutes away from Holiday Valley Resort/Pools/Golf Course and Driving Range/Sky High Adventure Park Located in Wildflower Complex NEW Queen Murphy bed mattress and NEW sleeper sofa bed (queen with memory foam) Free WiFi Fully equipped kitchen Private patio Charcoal grill available to use at the gazebo Shuttle service to the slopes during winter season Walk to town for brewery/winery/restaurants/shops Bike and hiking trails

23–30 May

$242 NZD per night

Guest favourite

Cottage in Mercer

4.98 out of 5 average rating, 53 reviews

Charming Farm Cottage

Relax with the whole family at this peaceful homestead cottage nestled among mature pines. Scenic views and tasty natural treats abound on this 6 acre homestead. Enjoy an evening by the wood stove or watch the sunrise from the pet friendly deck. Ask about lawn games or access to pool and spa attached at the owners' residence down the lane. Located minutes away from fishing lakes, colleges, state parks, game land, and Downtown Mercer. Easy access from I-79, I-80.

28 Jul – 4 Aug

$215 NZD per night

Guest favourite

Farm stay in Meadville

4.97 out of 5 average rating, 130 reviews

Luxury Farm Getaway at Sunset Hill

Sunset Hill is a premier gateway to experience a mix of simplicity and splendor. Just off of Interstate 79 it is driving distance from Erie, Cleveland and Pittsburgh. This farmhouse getaway offers an escape from the fast-moving metro areas, yet is close to many local attractions. The home features a large back yard with many outdoor games in the summertime and includes a heated indoor pool, hot tub, sauna, and much more. Great for families and large groups.

7–14 May

$961 NZD per night

Guest favourite

Cottage in Knox

4.89 out of 5 average rating, 129 reviews

Mitchell Ponds-The Carriage House

Our 2 houses are nestled among hickory and walnut trees creating a peaceful, quiet atmosphere . Each window of the rustic Carriage House has a unique view of the country beauty. The large windows showcase the shady pond where lily pads abound. Read a book on the cute bridge over the ponds or fish along the banks. The private Jacuzzi tub of the large ground floor bathroom adds to the relaxation!

11–18 Oct

$318 NZD per night

Guest favourite

Bungalow in Kennerdell

4.88 out of 5 average rating, 72 reviews

Kennerdell Country Retreat with Pool (May1-Sept30)

This bright and airy home on a 9-acre property complete with an inground heated pool is the perfect place for a getaway. This home is big enough for you to bring your whole family or perhaps even plan a stay with extended family and friends. Enjoy the quiet space while still having access to modern luxuries such as Wi-Fi, a TV with streaming capabilities, and a full kitchen.

3–10 Sep

$631 NZD per night

Guest favourite

Condo in Ellicottville

4.99 out of 5 average rating, 117 reviews

Ski-in/ski-out. 11am early Check In/3pm Check Out

Early 11am check in/Sleep in 3pm check out. Ski in ski out (weather permitting) Mountainside overlooking golf course. THIS IS A TRUE SKI IN SKI OUT UNIT ON THE SIDE OF THE HOLIDAY VALLEY MOUNTAIN. WE HAVE STAIRS. TWO SETS. FOR SKIERS PLEASE NOTE THERE ARE NO STAIRS WHEN SKIING OUT OF THE CONDO AS WE ARE GROUND LEVEL.

17–24 Jul

$339 NZD per night