Holiday rentals with a pool in Lincoln County

RiverWalk Condo

Simple living here in Midcoast Maine at this peaceful, centrally-located, condo with in ground pool. Kitchen includes built in stainless steel microwave, dishwasher, and refrigerator. Enjoy indoor or al fresco dining on the deck (tables seat 4). A spiral staircase leads to a cozy living area serving as a studio, game room, or 2nd bedroom with Murphy bed. Both levels have decks with seasonal views of the water and amazing sunsets. Riverwalk Trail, behind the property, is a great spot to kayak.

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.

Relax in this 3BR “Gem of a Stay” •Pool •Grill

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.

Tanager Cottage | 3BR + 2 Porches + Fireplace

Tucked along the woodland edge of Spruce Point Inn, Tanager Cottage welcomes families or groups with three bedrooms, 2.5 baths, and charming pine finishes throughout. From the double porches to the rolled stone fireplace and cozy living area, this Boothbay retreat blends warmth and function. Gather in the open spaces, stock the kitchenette, and recharge beneath forest-filtered light with the resort's full range of pools, spa, and activities just moments away.

Stunning Nature Escape, 50 acres, 2 rivers & Pool!

Absolute peace and quiet on this GORGEOUS 50 acre nature retreat. The property is on the Sheepscot River on Westport Island, Maine. Owned by a Professor, this 3 bedroom, 3 bath house, boasts its very own saltwater pool, plenty of grass to run in, and a hiking trail out to an additional cove and the point. You can also sit on the dock and watch for harbor seals or porpoises passing by. You'll be able to relax and enjoy the beautiful tranquility of Maine.

Little Spruce Cottage | Wood Stove + Porch

Step into Little Spruce Cottage, a nostalgic woodland retreat tucked among towering trees at Spruce Point Inn. With cathedral ceilings and a cozy gas wood stove adding warmth, this Boothbay hideaway offers vintage charm and modern comfort. Perfect for couples or small families, the king and twin beds, efficiency kitchen, and tranquil porch set the scene for memorable Maine moments — with the resort's full array of amenities just a short stroll away.

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)

Oriole Suite | Stone Fireplace + Woodland

Set in a peaceful woodland corner of Spruce Point Inn, the Oriole Suite welcomes you with pine-paneled walls, a vaulted ceiling, and a cozy rolled-stone fireplace. This one-bedroom retreat blends rustic charm and modern amenities including a kitchenette and sleeping alcove with twin bed. Steps from the spa, forestside pool, and Lighthouse Hall, it's a tranquil escape designed for small families or romantic getaways in the heart of coastal Maine.

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.

Pelican Cottage | 2 BR + Waterfront Porch

We can't wait to host you in our tranquil 2-bedroom Pelican Cottage at Spruce Point Inn in Boothbay Harbor! Perfect for friends or families, this charming retreat features a private covered porch with waterfront views, a gas fireplace, and beautifully decorated spaces. Step outside for whale watching, kayaking, or hiking, then return to the comfort of your cottage — with the resort's pools, spa, and on-site restaurants all just moments away.

Sunset A | Oceanfront King + Gas Fireplace

Set along the ocean's edge at Spruce Point Inn, Sunset A delivers timeless Boothbay elegance with panoramic water views. This cottage-style room features hardwood floors, a hydrotherapy tub, and a gas-wood stove fireplace across a split-level layout. From the porch, take in the charm of historic yachts drifting past — the perfect intimate and scenic retreat, just steps from the resort's saltwater pool and full range of on-site amenities.