Holiday rentals with a pool in Lincoln County

Shimmering River Retreat

Experience Shimmering River Retreat on historic Westport Island, Maine. This renovated riverfront log cabin and separate coastal cottage sit on the tidal Sheepscot River with 200 ft of frontage and a floating deep-water dock. The 4-bedroom, 2.5-bath main house features large deck, pool, and river views. The detached cottage includes a , bedroom and full bath. Sleeps 2–3 families. Kayaks, canoe, WiFi, linens provided. Private yard for games. Minutes from Boothbay Harbor, Wiscasset, and Bath.

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.

3BR Family Retreat w/ Heated Pool & BBQ

Feels like home from the moment you arrive—clean, cozy, and thoughtfully prepared for a relaxing stay. Enjoy a spotless space with everything you need, plus extra touches guests consistently rave about. Unwind in a peaceful setting and take advantage of the heated pool, BBQ grill, and outdoor space perfect for families after a day exploring the area. Nestled on a three-acre lot in a quiet neighborhood, this apartment is attached to the host’s home near the town of Gardiner.

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

On the water, at the tip of Linekin Bay, sits this four-bedroom, two-bath cottage with a private swimming pool. The cottage has a modern, fully equipped kitchen (regular drip coffee maker) with a dining area that is perfect for gathering. The upstairs has two bedrooms with a queen-sized bed in each, while the downstairs has two double bunk bedrooms. There are two full bathrooms, one on each floor, and a spacious laundry room on the first floor.

Stay Together in Style

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!

Luxury Condo on Water's Edge in Boothbay Harbor

Luxury condo with charm and character of a cottage. Private deck on water’s edge; dock/float shared with other 2 units. 2 bedrooms (each with a king bed) + den with trundle bed, 2 full bathrooms, modern kitchen. Sleeps up to 6. It's my home part of the year when not rented, so I've included just about everything you could imagine to make your (and my) stay comfortable.

Lovely 2 bedroom riverside condo with pool

Forget your worries in this spacious and serene private condo with access to the Damariscotta river and peaceful riverside trails. Bring your Kayak or paddleboard. Relaxing pool for you and your guests. Newly renovated with all new furniture, beds, bedding and kitchen supplies. Have your morning coffee on your choice of two spacious and private balconies.