
Holiday rentals in Pemaquid Pond
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Top-rated holiday rentals in Pemaquid Pond
Guests agree: these stays are highly rated for location, cleanliness and more.

Loon’s Cry Cottage | Lake Pemaquid Waterfront
This charming cottage is located on pristine Lake Pemaquid and sits 35' feet from the water's edge with a sandy beach and dock area. The cottage is newly renovated with a bright and airy open floor plan, granite countertops, a wall of windows, wood floors, fully stocked kitchen, clean & comfortable beds, quality linens, fast internet, RokuTV and an open floor plan that is inviting with picturesque views. Attention to detail in this luxe stay that is meticulously maintained & close to everything.
4.95 out of 5 average rating, 65 reviews
Peaceful & Cozy, A Maine Retreat
Escape to the beautiful Maine coast. Let your eyes relax in the deep green beauty of the timbers that surround this serene lake region. Our cozy, A-frame chalet minutes from Damariscotta is a rare gem that will have you coming back year after year. Take advantage of the private waterfront and swim in the pristine waters of McCurdy Pond. Eat a lobster dinner outside on the wrap-around deck or gather around the firepit and enjoy the fresh Maine coastal air. This home has relaxation in spades!
4.94 out of 5 average rating, 16 reviews
Steps to Water | Wood-Burning Sauna Maine Retreat
An Airbnb Guest Favorite, Spruce Ledge sleeps 12 on the Midcoast Maine waterfront. Steps to the water, private wood-burning sauna, tennis & pickleball, paddleboards, Peloton, firepit, and a fully equipped kitchen with upper and lower dining patios. Cold plunge in the spring-fed pond or swim off the dock in the ocean. Our lobsterman neighbor sells fresh catch right off the dock. Camden, Rockport, Damariscotta & Boothbay all within 20 min. EV charging on-site. Built for groups. Made for memories.
5.0 out of 5 average rating, 13 reviews
Most Sought After Property on Lake Damariscotta!
Nestled on 3 acres with 450 feet of premier Lake Damariscotta frontage, this home has everything you could possibly dream of for the ideal family vacation, special occasion or company retreat. A perfectly spacious home for ALL seasons in Maine. Enjoy an exclusive dock, prime fishing, wine & smore's by the fire, snowmobiling trails, morning kayak excursions, tasteful ambiance thoughtfully put together by the owners of Row C and so much more! "Doing Something Common Uncommonly Well!" Cheers!
4.98 out of 5 average rating, 85 reviews
Coastal 4BR Farmhouse w/ Water Views, Walk to Town
THE EVERGREEN HOUSE 🌲 Escape to our charming coastal farmhouse in the heart of Newcastle, ME, the perfect home base for exploring the best of Midcoast. Just a short walk to the Twin Villages of Damariscotta & Newcastle, you'll be immersed in a vibrant local scene with incredible restaurants, bars, shopping, & oysters at every turn. A few miles from renowned oyster farms, a winery, brewery, and distillery, and Maine's rocky coastline. Venture up & down the coast and take in the best of Maine!
4.93 out of 5 average rating, 30 reviews
Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!
4.98 out of 5 average rating, 209 reviews
Maine Waterfront Hideaway
You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)
4.96 out of 5 average rating, 130 reviews
The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!
5.0 out of 5 average rating, 152 reviews
Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.
4.97 out of 5 average rating, 381 reviews
Private tree-top loft 5 minutes from Damariscotta.
Relax in this cozy loft with a light-filled deck overlooking the woods, but just five minutes to downtown Damariscotta. This brand new loft above our barn is cozy with all you need for a perfect vacation. You can relax with your morning coffee above the trees. It has an indoor toilet, sink and breakfast bar and outdoor shower. We’re a semi-retired couple and love to share our 62 acres property with stream and meadow. There are quite a few stairs to the loft.
4.96 out of 5 average rating, 132 reviews
Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own 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.
4.96 out of 5 average rating, 212 reviews
The Camp at Moodys Island
Welcome to our peaceful camp on stunning Damariscotta Lake. With a private beach just steps away, you can relax to the soothing sounds of the water lapping against the shore. Spend your evenings roasting marshmallows over a campfire under the stars, take a kayak out for a peaceful cruise. Cast a line, or enjoy swimming in the beautiful lake. This tranquil setting is the perfect place to unwind, recharge, and create lasting memories with loved ones!
4.82 out of 5 average rating, 28 reviewsPopular amenities for Pemaquid Pond holiday rentals
Other great holiday rentals in Pemaquid Pond

Cozy Private Waterfront Camp
4.85 out of 5 average rating, 27 reviews
Come for Oyster Festival + Pumpkin Fest/Regatta
5.0 out of 5 average rating, 13 reviews
Oceanfront One Bedroom Apartment & Private Deck
4.96 out of 5 average rating, 52 reviews
More Boathouse than Lakehouse
5.0 out of 5 average rating, 25 reviews
Nature's Hideaway
5.0 out of 5 average rating, 22 reviews
Lake House on Pulpit Rock
4.95 out of 5 average rating, 20 reviews
The Cottage on North Pond.
4.94 out of 5 average rating, 35 reviews
Mermaid's Chair | Private Beach | Hot Tub
5.0 out of 5 average rating, 16 reviewsDestinations to explore
- Popham Beach, Phippsburg
- Willard Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Reid State Park
- Sand Beach
- Bug Light Park
- Camden Hills State Park
- Farnsworth Art Museum
- Maine Lighthouse Museum
- Cellardoor Winery
- Moose Point State Park
- Hadlock Field
- Pineland Farms
- Fort Williams Park





