Holiday rentals with a pool in Kennebec River

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kennebec River

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

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Guest favourite

Home in Windham

5 out of 5 average rating, 13 reviews

New Listing! Pool, Hot tub & Lakes! Mins to Sebago

This spacious home is nestled min.from stunning Jordan Bay/Sebago L. Private in-ground pool, fire pit, &an open-concept offers perfect blend of comfort and style for families & groups. Ideal for holiday gatherings, summer reunions, or just a relaxing escape. Oversized windows will make you feel as though you are in the treetops. 4-7min drive to beaches, restaurants, and shopping. 30min from Portland. 15-30min to trails(hike/ski), ferry, & historic landmarks. Perfect all year-round. Pets welcome!

Superhost

Home in Harrison

4.89 out of 5 average rating, 318 reviews

Private Riverfront Lux A frame EPIC Views. Pond

Secluded A-frame nestled along Clean Crooked River, breathtaking VIEWS and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

Guest favourite

Home in Standish

4.95 out of 5 average rating, 41 reviews

Unique Church Firepit Hammock Stock Tank Pool

Holy Shiitake House a Renovated Church in Sebago Lake, Maine! Escape & discover a unique vacation rental in this stunningly renovated church, historic retro charm with modern luxuries w/a full kitchen. Pond w/outdoor entertaining, grill, firepit, ST pool, hammock, games & more. Close to snowmobile/ATV trails, hiking & skiing. One-of-a-kind property offers a truly memorable stay for families, friends, or anyone looking for a special retreat. Miles to: Sebago 4 | Portland 22 | Pleasant Mt 28

Superhost

Flat in Damariscotta

4.97 out of 5 average rating, 31 reviews

2 Bedroom new renovation Condo/Pool/ River Access

Forget your worries in this spacious and serene space. Plenty of room for 4 with all new furniture, appliances, rugs and linens. An amazing space for a weekend or a month. Enjoy all the comforts of home in this special beautifully appointed 2 bedroom/3 bed private. Easy access to grocery, YMCA, Round top Ice Cream and some of the best restaurants in Damariscotta. Take in a nature hike to the Damariscotta River from your private path in the backyard. Free parking and beautiful pool in summer.

Guest favourite

Home in Liberty

4.91 out of 5 average rating, 82 reviews

Luxe Liberty: Getaway with Heated Indoor Pool!

Please be sure to read ALL listing details before booking. Looking for a beautiful remote getaway? This 6 bedroom, 3 bath home has plenty of room for everyone. We are located in Liberty, Me but only: 16 mi to Belfast 20 mi to Camden 53 mi to Bangor & Airport 70 mi to Bar Harbor & Acadia National Park The opportunities for making memories are ENDLESS here. Let us be your new favorite vacation rental! *Pricing is based on 8 guests. Add’l guests $75/p/night. Pool heated Sept/Oct-May.

Guest favourite

Guest house in Auburn

5 out of 5 average rating, 20 reviews

Retreat In The Orchards

Retreat to this converted barn loft to enjoy the best of Maine in all her glory. Surround yourself in spring blossoms, stay cool in the pool this summer, apple pick in the fall, cross country skiing just outside the door and 5 min to Lost Valley this winter. Revel in it all on this beautiful property! Walk to Wallingford's for apples, or donuts. Curl up with a book in the loft. Hop on the Peloton or add on a sauna session to round out your experience. Something for everyone.

Superhost

Home in Harpswell

5 out of 5 average rating, 3 reviews

Spacious 5BR Cottage w/Pool, Water & Resort Access

Escape to Whispering Winds Cottage, a charming 5-bedroom retreat in Harpswell’s historic Auburn Colony. Nestled on 20 acres with ocean views, pool access, and timeless character, this spacious cottage offers modern comforts, privacy, and direct water access, if you'd like to bring along your kayaks! Enjoy community dinners, games, and relaxing on the porch as the sun sets. A perfect blend of history, nature, and coastal Maine charm — ideal for families or groups

Guest favourite

Cabin in West Paris

4.95 out of 5 average rating, 120 reviews

Cabin on the hill!

Check out our reviews! Take it easy at this unique and tranquil getaway with views. Private hot tub and sauna. Have your own amenities but close enough to everything. Skiing, hiking, fishing, hunting and so much more. 20 min to Norway lake, mt. Abrams and bryant pond. 30 to bethel and 40 to Sunday river. Atv and snow mobile trails are close. Plenty of room for trailers for toys! Wood fired sauna with changing room in garage! Great views year round.

Guest favourite

Chalet in Carrabassett Valley

4.98 out of 5 average rating, 63 reviews

Cozy Chalet, 10-Min Drive to Sugarloaf, Sleeps 9

Entire chalet to yourself! 10 Min. drive or shuttle bus to Sugarloaf! Guests will have a great time staying at this cozy home located in a fun and quiet neighborhood right off Route 27. Great for all four seasons! Fish, hunt, hike, golf, and bike while its warm and ski, snowmobile, or cross country ski while the snow flies! A quick walk to a playground, pool, tennis & basketball courts, and the Carrabassett River.

Top guest favourite

Home in Newcastle

5 out of 5 average rating, 15 reviews

The Flying Cloud

Gather in Comfort at The Flying Cloud Visiting for an event or getaway? The Flying Cloud offers space for your group—where everyone gets their own bedroom and bathroom! Relax in the swim spa and hot tub, share meals at the 14-person dining table, and enjoy games, TVs, and quiet spaces. Just a 5-minute walk to downtown Damariscotta, you’re close to shops, dining, and waterfront views. Book your stay today!

Top guest favourite

Guest suite in Oakland

4.99 out of 5 average rating, 201 reviews

Cozy Studio Flat, Belgrade Lakes Region

Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.

Superhost

Apartment in Carrabassett Valley

4.76 out of 5 average rating, 102 reviews

Sugarloaf Ski-in/out condo

Ski in/out of our Snowbrook condo right on Sugarloaf Mountain. Cross Country Ski to the groomed trails right outside the unit. Ski all day on a nationally ranked mountain and then enjoy the active night life with live music playing at several venues on the mountain. Trails for hiking and mountain biking are right behind the condo for the summer/fall.