Vacation rentals in The Hogshead

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Top-rated vacation rentals in The Hogshead

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

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Top guest favorite

A charming light-colored condo is displayed, featuring a mix of shingle and clapboard siding. Vibrant flowers and greenery surround the entrance, which is framed by a white picket fence. A bright blue door stands out, and an American flag gently flutters in the breeze.

Home in Stonington

Stonington Dream House

Welcome to Schooner! Schooner is a light filled, first floor condo that lives like a single family home. LOCATION * LOCATION * LOCATION the home overlooks Main Street, Stonington Harbor and the gorgeous archipelago beyond. Enjoy all of this charming coastal town. Walk everywhere! Coffee house, library, restaurants, museum, opera house, charming shops, plein air painters, photographers, cool art around town and more. This is what coastal Maine dreams are made of. We love to share this town!

LocationFamilyLayout

4.95 out of 5 average rating, 65 reviews

Top guest favorite

A serene ocean view showcases a sailboat gliding across calm waters, framed by lush greenery and a rocky coastline. The expansive sky is filled with soft clouds, creating a tranquil atmosphere that invites relaxation and reflection.

Cottage in South Thomaston

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.

FamilyLocationBreakfast

4.94 out of 5 average rating, 149 reviews

Guest favorite

Home in Stonington

Bayview House 1br 2ba Stunning Harbor Views

Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

LocationFamilyAccess

4.93 out of 5 average rating, 121 reviews

Top guest favorite

A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.

Home in Friendship

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 :-)

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 130 reviews

Guest favorite

A large deck is shown with a spacious table surrounded by eight comfortable chairs. The charming cottage stands in the background, featuring multiple windows and blue shutters, alongside a well-maintained green yard that extends into the distance.

Home in Owls Head

Harbor/Lobster Pound Access/Views from Large Deck

Enjoy stunning harbor views from this charming cottage's large deck, situated across from Owls Head harbor and lobster pound. Perfect for couples or small families, it's a cozy retreat with easy access to fresh seafood and outdoor activities. With comfortable furnishings, a fully equipped kitchen, and entertainment options, you have everything you need for a comfortable and relaxing stay. Explore Maine's charming towns, outdoor activities, and fine dining from this ideal location.

ValueLocationGetting around

4.74 out of 5 average rating, 178 reviews

Top guest favorite

A deck area features several white, plastic chairs positioned for ocean views. The weathered wooden flooring complements the surrounding railing, and waves can be seen lapping gently against the rocky shore. A cloudy blue sky stretches overhead, adding to the coastal atmosphere.

Cottage in Matinicus Isle

Lightkeepers Cottage

Have you ever dreamt about adventuring to an island in Maine? Well, here’s your chance! You can either hop on a scheduled boat ride or take a 10 minute flight and arrive on this beautiful coastal escape. Matinicus Island is the epitome of what Maine Island life is all about. Boats, beaches, lobsters, hiking, exploring and peace and quiet. The way life should be. The Lightkeeper’s Cottage faces east and you can’t beat the sunrise over the ocean. Come stay, you won’t regret it!

ValueFamilyCleanliness

4.97 out of 5 average rating, 61 reviews

Guest favorite

The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.

Cottage in Edgecomb

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.

ValueLocationSolo travel

4.97 out of 5 average rating, 381 reviews

Top guest favorite

An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.

Cottage in South Thomaston

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.

FamilyLocationRiver

4.96 out of 5 average rating, 212 reviews

Top guest favorite

The front of the home features a charming covered porch with red chairs and hanging flower baskets. A light-colored door with glass paneling is centered between two windows. A well-maintained lawn and a slight stone pathway enhance the inviting entrance.

Apartment in Owls Head

Coastal Vintage Living

This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.

LocationValueCondition

4.97 out of 5 average rating, 183 reviews

Guest favorite

Home in South Thomaston

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.

LocationValueBackyard

4.94 out of 5 average rating, 113 reviews

Top guest favorite

A spacious deck offers an expansive view of the calm waters of The Reach, surrounded by lush greenery. In the corner, a small inset image reveals a cottage nestled among trees, enhancing the serene landscape with coastal elements and distant islands.

Home in Vinalhaven

Eleanor's Cottage

Small cottage with a big view. It is vintage Vinalhaven, located on a bluff overlooking The Reach with stunning views from the large deck. A basic well equipped kitchen with a large dining room table and comfortable living room, plus the deck can accommodate gatherings large and small. Access to the dock and a kayak in season may be available with signed waiver. A mooring is available for a fee.

LocationFamilyNearby

5.0 out of 5 average rating, 27 reviews

Top guest favorite

A multi-level outdoor deck is shown, featuring a wooden table surrounded by four chairs. In the background, expansive views of the water and distant boats are visible. Lush greenery frames the scene, enhancing the connection to nature.

Home in Owls Head

Extreme Oceanfront House

This open concept, updated Ranch boasts expansive water views from the living room, dining room, kitchen & master bedroom. Start & end your day in the adjacent sitting or dining area with an enormous plate glass window framing an ever-changing view of sea birds, boats & islands. Step out onto the multi-level decks & terraces & stroll across the nicely landscaped yard to the water's edge.

FamilyValueIndoor spaces

4.95 out of 5 average rating, 99 reviews