Holiday rentals in Damariscotta

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Top-rated holiday rentals in Damariscotta

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

Guest favourite

Guest house in South Bristol

4.98 out of 5 average rating, 342 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)

15–22 Dec

$209 SGD per night
Guest favourite

Guest suite in Round Pond

4.79 out of 5 average rating, 107 reviews

Round Pond Crows Nest Brand new and ready for you!

Newly renovated efficiency apartment with exterior entrance. Roomy bed/living room, kitchenette, private bathroom w/ shower. Comfy bed, a table for two looking out at the big maple treetop (with a few hints of the ocean beyond), kitchenette has a bar sink, fridge for your leftovers/bevys, and a microwave to heat them up! It’s on the 3rd floor, so you’ll be getting your workout! Red chairs on the front yard are for guest use- enjoy the fresh air and ocean breeze! Very clean, bright space.

14–21 May

$122 SGD per night
Guest favourite

Apartment in Damariscotta

4.87 out of 5 average rating, 143 reviews

River Escape - Studio Apt. with River Access

Large sunny basement studio apt. in private home with access to clean river! River down the hill 1/2 mile. 2 miles from town. Propane woodstove, lg. tile shower, deep claw-foot tub, soft water. new pillowtop queen bed. Open fields & path to river. Extra room with full fold out couch. Kid & pet friendly! Spectacular view from upper deck. Steps to bathroom and some to enter apt. Fresh flowers provided. Pick asparagus in spring! Warm cookies! Kayak nearby. Generator for storms. My artwork.

13–20 Jan

$215 SGD per night

Popular amenities for Damariscotta holiday rentals

Stay near Damariscotta's top sights

King Eider's Pub52 locals recommend
Hannaford Supermarket38 locals recommend
Round Top Ice Cream27 locals recommend
Newcastle Publick House45 locals recommend
Damariscotta River Grill56 locals recommend
Schooner Landing33 locals recommend

Other great holiday rentals in Damariscotta

Guest favourite

Flat in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

18–25 Mar

$142 SGD per night
Guest favourite

Cottage in Wiscasset

4.87 out of 5 average rating, 211 reviews

Waterscape Cottage - private waterfront

26 Oct – 2 Nov

$215 SGD per night
Guest favourite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 324 reviews

The Cottage at the McCobb House

16–23 Jan

$222 SGD per night
Guest favourite

Flat in Newcastle

4.91 out of 5 average rating, 104 reviews

River Views Centrally Located Downtown

21–28 Mar

$241 SGD per night
Guest favourite

Guest house in Damariscotta

4.95 out of 5 average rating, 56 reviews

Private tree-top loft 5 minutes from Damariscotta.

21–28 Oct

$157 SGD per night
Guest favourite

Flat in Damariscotta

4.99 out of 5 average rating, 74 reviews

Deluxe Midcoast Maine Retreat

10–17 Jun

$212 SGD per night
Guest favourite

Guest house in Newcastle

4.98 out of 5 average rating, 62 reviews

Modern Hillside 1 BR near Damariscotta/Newcastle

15–22 Mar

$300 SGD per night
Guest favourite

Home in Damariscotta

5.0 out of 5 average rating, 17 reviews

Back Meadow Cottage

8–15 May

$266 SGD per night
Guest favourite

Guest house in Damariscotta

4.95 out of 5 average rating, 21 reviews

The Midcoast Forest Retreat

22–29 Aug

$157 SGD per night
Guest favourite

Home in Waldoboro

4.98 out of 5 average rating, 61 reviews

1830s Cape hosted by George & Paul

1–8 Dec

$133 SGD per night
Guest favourite

Flat in Newcastle

5.0 out of 5 average rating, 85 reviews

Historic charm, Modern amenities, Walk downtown

26 Oct – 2 Nov

$276 SGD per night
Guest favourite

Home in Waldoboro

5.0 out of 5 average rating, 47 reviews

Small But Mighty (Elegant) Rural Retreat

23–30 Jun

$193 SGD per night

Quick stats about holiday rentals in Damariscotta

Total rentals

60 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

4K reviews

Nightly prices starting at

$67 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Lincoln County
  5. Damariscotta