Holiday rentals in Owls Head

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Top-rated holiday rentals in Owls Head

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Top guest favourite
The kitchen area features a spacious countertop with dark cabinetry and modern appliances. Bright, sloped ceilings are complemented by large windows that provide abundant natural light. A cozy living area is visible, adorned with comfortable seating and decorative elements that reflect the coastal theme.
Flat in Owls Head
4.95 out of 5 average rating, 113 reviews

Oceanview Escape near Maine Beaches

Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Top guest favourite
A small cabin with blue accents is set against a vibrant twilight sky, colored in soft pink and purple hues. The landscape features a grassy area, with trees standing silhouette against the evening light. A crescent moon is visible above the horizon.
Cabin in Owls Head
5 out of 5 average rating, 40 reviews

Tideside Maine

Come enjoy this slice of Maine coastline with the whole family! 900 feet of shoreline to yourself! Included in your stay is the Wave Cabin as well as a fully equipped safari tent. A queen in the tent, a queen pullout in the cabin and twin bunk beds! Outdoor kitchen and firepit, indoor cooking equipment as well. Convenient composting outhouse, outdoor shower, potable water from the hand pump well AND a DIY woodfired sauna make this an incredible and unique spot! IG: tideside.maine

Top guest favourite
A rustic cabin is depicted with a sturdy wooden exterior and a covered porch. The porch features a small table and chairs, surrounded by natural foliage and a gravel path. Warm autumn colors can be seen in the surrounding trees.
Cabin in Cushing
4.98 out of 5 average rating, 59 reviews

THE BEAR'S DEN Cute and cozy studio Maine cabin

BROOK & RIDGE CABINS! Come relax & enjoy our immaculate, cute & cozy fully furnished Maine cabin! This little studio retreat is situated on 13 acres on a quiet, wooded parcel yet is convenient to Camden, Rockport, Rockland, and Cushing (Wyeth country). Keyless electronic door lock, basic WIFI; all new appliances (DW, refrigerator, range). W/D on site at no charge. Simple, relaxing, peaceful; perfect for a mini vacation, romantic getaway or weekend adventure! Non smoking, no pets,

Top guest favourite
The cottage, a contemporary black structure, is nestled within lush green fields and surrounded by trees. A gravel parking area is visible to the right, with a vehicle parked nearby. A cozy outdoor seating area can be seen in front of the cottage.
Cottage in Owls Head
4.98 out of 5 average rating, 176 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life.

Top guest favourite
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
4.96 out of 5 average rating, 204 reviews

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private 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.

Superhost
A winter landscape features a wide expanse of untouched snow leading to a serene bay. Snow-covered homes dot the shoreline, and trees line the background against a clear blue sky, providing a peaceful view of the water.
Home in Owls Head
4.91 out of 5 average rating, 232 reviews

Island View

This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.

Top guest favourite
The kitchen features wooden cabinetry with a tiled backsplash, equipped with a sink, stove, microwave, and refrigerator. Counter space is provided for food preparation. A door leads to an outdoor area, and kitchen tools are readily accessible.
Flat in Owls Head
4.97 out of 5 average rating, 178 reviews

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.

Guest favourite
Cabin in St. George
5 out of 5 average rating, 5 reviews

Lindquist Cottage | Waterfront Studio, King Bed

Newly Renovated Romantic Waterfront Studio with ocean views, air conditioning Lindquist Cottage – A Serene Waterfront Studio Discover the charm of Lindquist Cottage, a newly updated studio retreat designed for couples or solo travelers seeking comfort, convenience, and waterfront tranquility. Thoughtfully appointed with modern touches and cozy details, this cottage offers a true Maine escape with everything you need for a restful stay.

Guest favourite
An open concept living area features high wooden ceilings and exposed beams. Large windows allow natural light to fill the space. Comfortable seating is arranged around a wooden coffee table, with a large TV mounted on the wall and artistic decor enhancing the inviting environment.
Home in Owls Head
4.95 out of 5 average rating, 39 reviews

Cabin in the Woods-10 private acres -dog friendly

Relax and enjoy this spacious cabin built in 1999. We did a total renovation in 2023 . You'll feel like you're in a tree house on 10 private acres. The woods keep it cool in hot days. No Neighbors! Hang out on the huge deck. Enjoy a bright open concept living area & a fully stocked kitchen. There's ample parking, nearby beaches, and 10 minutes to bustling Rockland/ Camden. A true Maine experience with a few luxe details!

Top guest favourite
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
4.94 out of 5 average rating, 85 reviews

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.

Guest favourite
An open living space features light wooden walls and ceilings, creating a bright atmosphere. A sofa bed is positioned beside a wooden coffee table, while a dining table with four chairs is nearby. Windows allow natural light and offer views of the landscape outside.
Cottage in Owls Head
4.95 out of 5 average rating, 109 reviews

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.

Top guest favourite
A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.
Place to stay in Owls Head
4.98 out of 5 average rating, 286 reviews

A comforting sweet off grid cabin near the beach!

Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.

Popular amenities for Owls Head holiday rentals

When is the best time to visit Owls Head?

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Avg. price£132£135£136£125£146£177£211£211£193£159£147£147
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Owls Head?

    Owls Head has cottage rentals near the water, cozy homes nestled in wooded areas, and family-friendly properties around the harbor. Many travelers choose stays with ocean views for a quieter experience.

  • What are the best things to do in Owls Head with kids?

    Kids can run on sandy beaches, spot wildlife in Owls Head State Park, or enjoy interactive exhibits at maritime and transportation museums. Picnics beside the lighthouse and gentle paddleboard sessions in calm waters are also family favorites.

  • What are some of the best things to do in Owls Head?

    You can explore Owls Head Lighthouse, walk scenic forest trails in Owls Head State Park, or learn about maritime history at museums. Watching boats in the harbor and sampling fresh seafood are often recommended by visitors.

  • How is the weather in Owls Head?

    Owls Head has snowy, cold winters around 12–37°F (-11–3°C) and mild, pleasant summers near 59–79°F (15–26°C). Spring and fall tend to be cool and damp, so packing a warm layer and waterproof outerwear is wise for most visits.

  • When is the best time to visit Owls Head?

    Late spring through early fall is often recommended for Owls Head, when weather is milder near 53–79°F (12–26°C) and local events are most active. Cooler seasons have fewer crowds and a quieter coastal atmosphere.

  • What are the best places to visit in Owls Head?

    Frequently suggested spots include Owls Head Lighthouse, Owls Head State Park, and local maritime museums. The working waterfront and nearby beaches are also popular for relaxed exploration.

  • What are some hiking trails in Owls Head?

    Owls Head State Park is known for coastal forest trails and paths that lead to scenic overlooks of Penobscot Bay. Gentle trails near the lighthouse and through shaded woods make hiking accessible for a range of abilities.

  • What are some family activities we can do in Owls Head?

    Families can explore the Maine Lighthouse Museum, walk sandy beaches, or visit Owls Head State Park for picnics and hiking. Interactive exhibits at local maritime museums and gentle kayaking in protected bays are also frequently suggested.

  • What are some of the best day trip ideas from Owls Head?

    You might explore the art galleries and working waterfront in Rockland, visit harborside towns like Camden, or hike along forested trails in nearby state parks. The region also has small craft markets, historic sites, and wildlife viewing opportunities.

  • Are there any pet friendly accommodations available in Owls Head?

    Many properties in Owls Head are pet friendly, welcoming dogs with prior arrangement. Look for homes with yards, easy beach access, or nearby walking trails for a comfortable stay with your pet.

  • What are some local tips for visiting Owls Head?

    Bring cash for farm stands and small local shops, and arrive early at popular sites for quieter experiences. Sunrise at the lighthouse and sunset walks along the beach are often suggested by locals.

  • What is Owls Head known for?

    Owls Head is known for its classic lighthouse, rocky coastal scenery, and maritime history. Many people come to explore peaceful beaches, maritime museums, and the region’s traditional seafood culture.

  • What are the best hidden gems to explore in Owls Head?

    Owls Head has peaceful coves with tide pools, small art galleries featuring local artists, and unmarked forest trails for quiet walks. The village bakery is often mentioned for its welcoming atmosphere and fresh pastries.

  • What are the best foods to try in Owls Head?

    Owls Head is known for seafood like lobster rolls, clam chowder, and baked haddock, reflecting Maine's coastal traditions. You will also find local berry pies and fresh-baked sweets at seasonal markets and bakeries.

  • What should I bring for a trip to Owls Head?

    Pack layers for varied weather, a rain jacket, and sturdy shoes for exploring rocky shorelines or forest trails. Bring swimwear, sunscreen, and a hat if you plan on outdoor activities near the water.

  • What is the nightlife in Owls Head like?

    Owls Head has a relaxed nightlife scene with casual taverns, waterfront cafés, and friendly local eateries. Many people enjoy evening walks by the harbor or listening to live acoustic music in low-key venues around the village.

  • What are the most popular events or festivals in Owls Head?

    Local festivals often celebrate maritime heritage, classic cars, and lighthouse history, especially during summer and fall weekends. Seasonal art fairs and farmers’ markets are also highlights for many visitors.

  • Are there family friendly vacation rentals in Owls Head?

    Owls Head has vacation rentals suited to families, including homes with equipped kitchens, outdoor spaces, and access to beaches or parks. Many options accommodate children and groups of various sizes.

Quick stats about holiday rentals in Owls Head

  • Total holiday rentals

    Explore 110 holiday rentals in Owls Head

  • Nightly prices starting at

    Owls Head holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 5,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Owls Head holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Owls Head rentals

  • 4.9 Average rating

    Owls Head stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
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  3. Maine
  4. Knox County
  5. Owls Head