Holiday rentals near Damariscotta Lake

We found 413 holiday rentals — enter your dates for availability

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November 2025

December 2025

Select the perfect holiday home within easy reach of Damariscotta Lake. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as air conditioning and cable TV. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Damariscotta Lake

Showing deals for:6 Feb - 13 Feb

Exceptional

(42 reviews)

Pets Stay Free! 3 Modern Cottages, w/Heat & AC, 1st flr King & Stand-up Loft

Round Pond, ME

9% off

for 7 nights, 1 cottage

AU$441 per night

includes taxes & fees

Exceptional

(100 reviews)

Superb 5 Bedroom Home with 3 and a half baths on 5+ Acres- Dock and Water View.

Edgecomb, ME

8% off

for 7 nights, 1 chalet

AU$849 per night

includes taxes & fees

Exceptional

(54 reviews)

Kayakers’ Cabin- “Maine Cabin Masters” remodel.

Newcastle, ME

8% off

for 7 nights, 1 cabin

AU$487 per night

includes taxes & fees

Exceptional

(75 reviews)

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Edgecomb, ME

8% off

for 7 nights, 1 cottage

AU$436 per night

includes taxes & fees

Exceptional

(43 reviews)

26 Acre Saltwater Farm With Swimming Pool And Dock

Newcastle, ME

8% off

for 7 nights, 1 room

AU$1,708 per night

includes taxes & fees

Exceptional

(59 reviews)

Fall Special 20% off, Pets Stay Free! Modern Cottages w/Heat & AC

Round Pond, ME

8% off

for 7 nights, 1 cottage

AU$446 per night

includes taxes & fees

Exceptional

(62 reviews)

A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb, ME

8% off

for 7 nights, 1 cottage

AU$397 per night

includes taxes & fees

Exceptional

(14 reviews)

Charming cottage on the Damariscotta River, easy walk to downtown.

Newcastle, ME

8% off

for 7 nights, 1 cottage

AU$579 per night

includes taxes & fees

Exceptional

(5 reviews)

7BR Hilltop Retreat w/ 2 Kitchens, Fire Pits, Decks & Room for Everyone

Waldoboro, ME

16% off

for 7 nights, 1 apartment

AU$1,067 per night

includes taxes & fees

Exceptional

(97 reviews)

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Wiscasset, ME

8% off

for 7 nights, 1 home

AU$724 per night

includes taxes & fees

Exceptional

(18 reviews)

New cottage in an established vacation spot on Linekin Bay Boothbay Harbor

Boothbay Harbor, ME

12% off

for 7 nights, 1 home

AU$369 per night

includes taxes & fees

Excellent

(17 reviews)

Quintessential Maine Cabin / Great Location / Extensive Water Views / Privacy

Round Pond, ME

8% off

for 7 nights, 1 cabin

AU$461 per night

includes taxes & fees

Exceptional

(9 reviews)

Hilltop 5BR Retreat, 3 showers, BBQ, Fire Pit, Decks & Space to Gather

Waldoboro, ME

16% off

for 7 nights, 1 apartment

AU$698 per night

includes taxes & fees

Exceptional

(20 reviews)

New home in Boothbay, downtown Boothbay harbor is located about a mile away.

Boothbay, ME

8% off

for 7 nights, 1 home

AU$349 per night

includes taxes & fees

Exceptional

(76 reviews)

Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife

Boothbay, ME

8% off

for 7 nights, 1 home

AU$1,408 per night

includes taxes & fees

Property is on a peninsula. Amazing view of John's bay and a local lobster boat.

Exceptional

(27 reviews)

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol, ME

8% off

for 7 nights, 1 home

AU$684 per night

includes taxes & fees

Damariscotta Harbor view from living room and front bedroom. Beautiful sunsets.

Exceptional

(124 reviews)

Comfort Found Literary Lodging

Damariscotta, ME

8% off

for 7 nights, 1 apartment

AU$298 per night

includes taxes & fees

Exceptional

(44 reviews)

Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Edgecomb, ME

8% off

for 7 nights, 1 home

AU$597 per night

includes taxes & fees

Exceptional

(31 reviews)

Coffee on your deck with a serene sunrise as you watch eagles soar

Damariscotta, ME

8% off

for 7 nights, 1 home

AU$603 per night

includes taxes & fees

Exceptional

(25 reviews)

Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!

Boothbay Harbor, ME

7% off

for 7 nights, 1 home

AU$336 per night

includes taxes & fees

Exceptional

(5 reviews)

Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.

Waldoboro, ME

5% off

for 7 nights, 1 apartment

AU$410 per night

includes taxes & fees

Find spaces that suit your style

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Find the best place to stay - Damariscotta Lake

Premier Host

Newly Renovated Waterfront House on Lake Damariscotta; Quiet Winter Retreat!

Sleeps 8 · 4 bedrooms · 1+ bathroom

Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK

Sleeps 6 · 2 bedrooms · 2 bathrooms

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