Holiday rentals in Sprucehead Island

Timeless memories by the Ocean

Welcome to Spruce Head. You will enjoy peace and tranquility surrounded by a acres of property to relax and enjoy. Nestled between 2 Lobster pounds and the Famous " Mcloons" that is less than a 2 minute walk away. A beautiful view of the ocean, 2 bedroom home with one bath. Perfect for a family to enjoy the yard to play or have a BBQ on the rock overlooking the ocean. NO PETS PLEASE. A 15 min ride to Rockland, downtown where you can walk around and shop. Restaurants to try and lighthouses.

Family · Location · Outdoor spaces

Cottage by the sea private oceanfront shoreline

Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

Value · Family · Bathroom

Harrington Cove Cottage

A lovely cottage in a beautiful, quiet and private setting. A deck overlooks the cove and is great for viewing the abundant and varied bird life, that includes bald eagles, osprey, loons, cormorants and various species of ducks. At times you may also see harbor seals pursuing schools of fish in the cove. The cottage has a well equipped kitchen and also has cooling and a whole house standby generator. NOTE: We allow dogs but not cats at the property. SMOKING IS PROHIBITED ON THE PROPERTY!

Location · Family · Heating

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 :-)

Location · Value · Cleanliness

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.

Location · Family · View

Dockside Retreat - few summer openings remain

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Location · Family · Walkability

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Family · Location · Back garden

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.

Family · Value · Decor

Large private area, close to Rockland

Quiet and private neighborhood. Perfect for family or group getaways. Kid friendly. One mile from public ocean access, (WesKeag River) Five miles from downtown Rockland, and just minutes from downtown Thomaston. Three beautiful beaches within five miles. It’s the perfect place to stay while exploring the coastline, enjoying the downtown shops and restaurants, hiking and exploring the nearby cultural attractions. Two night minimum.

Value · Location · Laundry

Extreme Sunrise - Oceanfront Cottage

Eastward is a fully restored waterfront cottage in Owls Head with sweeping views of Penobscot Bay, Rockland Breakwater Lighthouse, and surrounding islands. Set near the end of a quiet dead-end road, it offers rare privacy just a one-mile walk to Rockland’s restaurants and galleries. Enjoy ocean views from both bedrooms, a 4-minute walk to beach access, and thoughtful touches including a coffee bar, granite kitchen, and tile showers.

Location · Family · Hiking

1 Block to Beach • Walk Downtown • Peaceful Escape

Renovated 1860s Cape Cod in Rockland’s coveted South End, just 1 block from the beach. Enjoy the scenic boardwalk into town to restaurants, galleries, shops, and the seasonal farmers’ market. Bright, uncluttered spaces with modern amenities create a peaceful retreat — perfect for couples, small families, or anyone seeking a quiet coastal getaway.

Family · Location · Sleep quality

Owl Glass Cottage

Breathtaking oceanfront private cottage. Hinged staircase to second floor sleeping loft. French doors open to wrap-around patio and lawn that slopes to Ocean. 180 degrees of views. Perfect spot for relaxing or having a campfire in the evening. Enjoy your morning tea or coffee watching lobster and sailboats or kayakers explore and wander.

Value · Location · Accuracy