
Holiday rentals with a pool in Kennebec River
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Top-rated rentals with a pool in Kennebec River
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. 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. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Unique Church Stay • Sebago Lake • Pool • Fire Pit
Holy Shiitake House a cozy Renovated Church in Sebago Lake, Maine! Escape & discover a unique vacation rental of The Casa Collective, historic retro charm with modern luxuries w/a full kitchen. Pond w/outdoor entertaining, grill, firepit, ST pool, hammock, games & more. Close to beaches, 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

Angel Mist Retreat Garage Apartment
Looking to get away from the hustle and bustle. You have found it! Watch for wildlife, while sipping coffee from the balcony of this cozy and stylish walkup apartment located in central Maine just minutes from I-95 between Augusta and Bangor. Ideal location for professionals, couples and parents traveling into Maine who enjoy solitude, but appreciate the comforts of modern amenities. Includes two king beds, stocked kitchen, large dining table, wifi, balcony off livingroom and master bedroom.

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.

The Getaway - A River Paradise
Previously hosted by David. ❤️ Secluded post and beam custom built waterfront getaway, nestled on the banks of the Nezinscot River. Fisherman’s paradise, tranquil outdoor oasis with an inground pool just feet from the river, plenty of opportunities for indoor and outdoor enthusiasts alike. Beautiful Fall foliage. Skiing within an hour of Sunday River, Lost Valley, Shawnee Peak, Spruce Mountain, Black Mountain, Mt Abram) There is ability to snowmobile from the house.

House in the woods
Relax with the whole family at this peaceful place to stay. Quiet neighborhood. Open concept with pool and hot tub, big open lawn. Master bedroom-Queen Second bedroom- Full/Double Living room -large sectional Queen air mattress Possible sleep 8 The address is 34 Homestead Rd , but this app has it as fire road - it is the same ! I do have a business down in basement -hair salon- not typically an issue ( I try not to be open when I have guests)

Port Cabin by Sea Maine
Welcome to your waterfront retreat in Bayville. - Surrounded by 100 acres of woods with maintained walking trails - Modern, fully equipped kitchen and dining area - Two queen bedrooms and two double bunk bedrooms - Shared pool overlooking the ocean and private dock - Access to community amenities including a play area and tennis court - Unique picnic table on the dock - Dining and town attractions easily accessible via trails

Large private area, close to Rockland
Quiet and private neighborhood. Perfect for family or group getaways. Kid friendly. One mile from public ocean access, (WesKeag River) Five miles from downtown Rockland, and just minutes from downtown Thomaston. Three beautiful beaches within five miles. It’s the perfect place to stay while exploring the coastline, enjoying the downtown shops and restaurants, hiking and exploring the nearby cultural attractions. Two night minimum.

Luxe Liberty: Getaway with Heated Indoor Pool!
Looking for a beautiful, remote getaway? This spacious 6-bedroom, 3-bath home offers room to relax, gather, and make memories. Liberty, ME is 16 mi to Belfast • 20 mi to Camden • 53 mi to Bangor & Airport • 70 mi to Bar Harbor & Acadia National Park Important things to note: Base pricing includes up to 8 guests Additional guests: $75/p/n Bunk rooms are NOT available for groups of 8 or fewer guests

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.

Home away from home
Skowhegan, Maine is centrally located to everything. It offers both a vibrant and unique downtown with close proximity to outdoor recreational areas. The Kennebec River runs through Skowhegan’s charming downtown area, and the town is easy to navigate. Pedestrian friendly sidewalks, downtown green spaces, and beautiful facades are worth the trip. Skowhegan has something for everyone.

3BR Duplex – Heated Pool Opens Memorial Day Wknd
Welcome to your home away from home in the heart of Maine! Our spacious three-bedroom duplex offers the perfect blend of comfort, convenience, and thoughtful touches that make every stay feel special. Nestled on a three-acre lot in a quiet neighborhood, this apartment is attached to the host’s home near the town of Gardiner.
Popular amenities for Kennebec River rentals with a pool
House rentals with a pool

Cove House with Private Pool, Ocean Views, Family

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

Poland Spring Ricker House

Freeport Landing - Dog Friendly-Fall Favorite!

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

Peaceful home in Central Maine

4 Bedroom Riverside Home with Large Historic Barn

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC
Apartment rentals with a pool

ski in/ski out, 2 bedrooms, 2 baths, entire condo.

Spacious Ski In-Ski Out 1BR with Fireplace&Hot Tub

Ski-in/Out Condo | Fireplace | Pool | Garage

Sugarloaf w/ Pool, Hot Tub, Shuttle & Trail Access

Ski in/ski out

Samoset-Affordable Luxury

Lovely 2 bedroom riverside condo with pool

Ski in / Ski out, Mountainside Condo
Other holiday rentals with a pool

Coastal, 3 bedroom, 2 bath home with pool!

Spectacular View of Bustling Ocean Front

*New to Market* 410 Snowflower

Mercer Apartment in the Valley-Peaceful Country

The Wanderlust - Newly renovated, private condo

Charming oceanfront cottage with resort amenities

Arbor House One at the Maine Evergreen Hotel

Samoset Resort Oceanfront Condominium 816
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