Vacation rentals with a pool in Penobscot County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Penobscot County

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

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Guest favourite

Home in Bangor

4.97 out of 5 average rating, 320 reviews

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

3 miles from concerts. Relax by your own, personal pool and roast marshmallows by the fire in the private back yard. Then come inside and enjoy a foosball game at the living room table This is a peaceful and centrally-located place, in a safe neighborhood. It’s about 5 minutes away from everything in Bangor, and a little over an hour away from the Bar Harbor area. security deposit required The entire house is available to you, including the yard, fire pit and pool out back. The pool is unheated

Guesthouse in Bucksport

4.38 out of 5 average rating, 13 reviews

Luxury Poolside Suite with Views + Private Hot Tub

***3D Virtual Tour Available Upon Request*** THE POOL HOUSE at Haven Ridge Estates is your private slice of luxury in scenic Maine. This one-bedroom retreat is perfect for couples or solo travelers looking to relax in style. Enjoy your own hot tub, unwind in a cozy, modern space, and take advantage of our shared resort-style amenities—including an infinity pool, outdoor shower, and firepit area. Whether you’re here to relax or explore, this stay offers a peaceful and unforgettable escape.

Guest favourite

Apartment in Palmyra

4.97 out of 5 average rating, 31 reviews

Peaceful, Spacious Lodge with Golf & Sunset Views

Luxury home nestled in Fogg Brook Resort, it's the perfect spot for a family reunion, group golf trip, or weekend getaway. Steps from the pool, trails, indoor/outdoor games, and panoramic views of the golf course, campground, & sunsets, relaxing fun awaits. Nearby in the clubhouse, reserve a tee time for a challenging 18-hole round, practice your swing on our driving range, shop for a new driver at the pro shop, and enjoy live music, delicious food, local brews, and a full bar at Foggy’s Pub.

Superhost

Home in Newport

4.92 out of 5 average rating, 59 reviews

Maine Lakehouse Retreat with pool

Waterfront property on lake Sebasticook with 3 floors of living. Updated Colonial home with gourmet kitchen, granite countertops with island and farmhouse table overlooking a large deck with new 27' pool and a large lawn for family fun including a basketball court and 150' of waterfront with floating dock, canoe, Adult & youth kayaks & paddleboard. Short walk to boat landing, swimfront,riverwalk,restaurants, grocery stores, gas stations and more. Pontoon boat rental upon request pre-arrival.

Superhost

Loft in Palmyra

4.76 out of 5 average rating, 21 reviews

Golfer's Getaway - Luxury Studio Next to 1st Tee

A retreat in the middle of Fogg Brook Resort, it's the perfect spot for a buddies golf trip or a couple’s getaway. Steps from the 1st tee of our 18-hole course & driving range; next to Foggy’s Pub and a well-stocked pro shop, you’re in the heart of all the fun. In addition to honing your golf skills and enjoying delicious food & drink, access the other resort amenities including an in-ground swimming pool, walking trails, indoor / outdoor games, live music, and frequent special events.

Apartment in Island Falls

New place to stay

Cabin with panoramic views

Relax with the whole family at this peaceful place to stay. 2 bedroom 2 bathroom unit at Vacationland Estates Resort Island Falls, Maine for rent from Aug 30th to Sep 6th, 2025. Clubhouse with inside pool, hot tub, sauna, game room and gym. You also have access to a private VER marina on Pleasant Pond with kayaks and paddle boards you can rent. Great getaway with your family.

Home in Waltham

4.92 out of 5 average rating, 24 reviews

Higgins Retreat Quiet Country Cape

Welcome to our 20 yr old well loved family home. Bring the whole family to this great place with lots of room for fun. Enjoy Swimming in the 27ft pool, or relax in the evening around the fire pit. Local ponds for fishing, kayaking, and boating. Lots of hiking trails. We are 15 minutes outside Ellsworth,40 minutes from Acadia National Park , Winter Harbor and Bangor.