Waterfront holiday rentals in Waldoboro

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Waldoboro

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in South Bristol

4.98 out of 5 average rating, 345 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

19–26 Nov

$210 SGD per night

Guest favourite

Cabin in Dresden

4.98 out of 5 average rating, 213 reviews

Merrymeeting Midcoast Cabin

RUSTIC-no running water! cabin perfect for exploring all mid-coast Maine has to offer: 3 hours from Boston or Acadia, 1 hour to Portland and Maine’s gorgeous beaches. 10-30 minute drive to Hiking, swim spots, farm-stands, nationally recognized dairy farms, breweries, restaurants. 5 minute walk from a pickleball court. Stargaze in the hammock by campfire, Grill dinner, check out local tide charts to float in canoe or kayak on the Eastern river. Wood fired oven can be rented for additional fee.

30 Aug – 6 Sep

$153 SGD per night

Guest favourite

Loft in West Gardiner

4.98 out of 5 average rating, 113 reviews

Cozy, Efficiency Apartment with Hot Tub

Keep it simple at this peaceful, centrally-located efficiency apartment. 15 minutes to Gardiner and Augusta, 15 minutes to I95/295. Less than one hour from Portland. Walk along the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to paddle in a kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and pay or twin air mattress. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

2–9 Apr

$162 SGD per night

Guest favourite

Home in Newcastle

4.98 out of 5 average rating, 102 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

FRONT ROW SEATS TO THE RUN OF THE ALEWIVES 5/15-6/15. New waterfront home on Great Salt Bay. Perfectly suited for multi-generation gatherings: open concept with cook's kitchen, 1st floor BR & bath. Magnificent wildlife abounds: hike on nearby trails; kayak right out the door; walk 5 minutes to swim in Damariscotta Lake. Can't unplug? Easily connect with highspeed fiber optic WiFi while immersing yourself in nature. Close to restaurants & shops in lovely Newcastle/Damariscotta. Truly an oasis!

5–12 Nov

$462 SGD per night

Guest favourite

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life

27 Sep – 4 Oct

$192 SGD per night

Guest favourite

Flat in Damariscotta

4.94 out of 5 average rating, 339 reviews

Cottrill House on Damariscotta River # 1

Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with mini fridge, microwave and coffee maker. Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!

17–24 Apr

$144 SGD per night

Guest favourite

Cottage in South Thomaston

4.93 out of 5 average rating, 116 reviews

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

19–26 Apr

$346 SGD per night

Guest favourite

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, and swim, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

10–17 Dec

$112 SGD per night

Guest favourite

Flat in Damariscotta

4.84 out of 5 average rating, 461 reviews

"Ship Shape": waterfront, cozy studio- downtown

Located in a historic 200 year old building "Ship Shape" is close to downtown but on a quiet tree-lined residential street. It is just one block to the library, bookstore, post office and all the lovely shops. It is on the shore of the Damariscotta River with wonderful views from inside and out.. You’ll love my place because of the neighborhood, the light, the outdoor space, and the comfortable bed. My place is good for couples and solo adventurers.

20–27 Nov

$169 SGD per night

Guest favourite

Guest house in Richmond

4.9 out of 5 average rating, 137 reviews

The Studio

Welcome to our 2.5 acre haven! This studio is full of life with color that will bring your spirits up. It is a little over 400 sq. ft. with your own private entrance from the garage and above apartment, on the first floor, your own parking and not too far from the city. Richmond is a small town that sits near the Kennebec River and Swan Island where you can enjoy outdoor adventures. * Space not equipped for children *

21–28 Oct

$153 SGD per night

Guest favourite

Cabin in Edgecomb

4.87 out of 5 average rating, 860 reviews

The Highland Cottage on Sheepscot

NO HIDDEN FEES THE PRICE IS THE PRICE + CLEANING! Charming, updated, 1920's cottage directly on the banks of the Sheepscot bay. Cottage has - one bedroom with queen bed, bistro table for two, sitting area with sofa and cable television, small convenience kitchen area (no stove), full bath, linens

20–27 Mar

$204 SGD per night

Guest favourite

Flat in Edgecomb

4.86 out of 5 average rating, 422 reviews

Waterfront Condo at the Sheepscot

Condo/apartment in the "Lodge" building at the Sheepscot Harbour Village & Resort. Living room/sofa bed, full efficiency kitchen--elec. burner, microwave, toaster oven, elec. skillet , bedroom/two queen beds and full bath/ shower/tub combo. Patio area.

18–25 Feb

$155 SGD per night