
Vacation rentals in Brooksville
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Top-rated vacation rentals in Brooksville
Guests agree: these stays are highly rated for location, cleanliness, and more.

Relaxing and cozy A-Frame, Maine woods, “Birch”
Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

The Cabins at Currier Landing Cabin 1: Fern
Stylish Cabin w/Loft - Sleeps 3 - loft w/queen bed; 1st level twin daybed. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Private Waterfront Home with Kayaks and Firepit
Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

Maine cabin coast & forest Acadia Bar Harbor
Retreating or working remotely here is a dream. Inspiration by wildlife, quiet time, focus and reflection, an incredible secluded ocean beach nearby. The cottage sits off the beaten path, yet is only 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have comfortable beds with 100% cotton linens and bedding, USB chargers, hi speed WiFi. Large country kitchen is a pleasure to cook in. Adventures-Penobscot Bay, miles of hiking trails, lighthouse & historic forts

Exquisitely Modern Stargazing Cottage @Diagonair
Romantic and private, this 2,000 sf modern luxury cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Blue Hill Bungalow with open, natural light
Newly finished single-floor home close to everything in Blue Hill. Open floor concept, large windows and view of Blue Hill itself from the front porch make this a comfortable place to hang out or base out of for day trips. Everything is within reach with either a short drive, a lovely walk or bike ride, including hiking trails, the ocean, Blue Hill mountain, restaurants, a coffee shop, and boutique shops, as well as the Blue Hill Co-Op and Tradewinds for your grocery needs.

Tiny house with AC!!
A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Tapley Farm Waterfront Apartment, Acadia, Pets
Private Beach on Historic Waterfront farm with cozy, private apartment for two. In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. Antique charm and complete modern comfort and privacy. Experience the real Maine on a Sea Captain Farm. Acadia National Park, Castine. Dog OK $30 per day

Historic School House now with High Speed Internet
Historic schoolhouse of Brooklin converted into the perfect one bedroom getaway. Located across the street from the Brooklin Rockbound Capel with a quick 20-minute drive to Blue Hill. Acadia National Park, Bar Harbor or Bangor are all with in an hour away. The original post and beam construction, with a sleeping loft, give the interior a rustic vibe offset by the playful color palette and butterfly wallpaper make it more botanical and lighthearted.

Katy's Seaside Cottage
Katy's Seaside Cottage is a quaint & cozy 2 bedroom cottage, with ocean views. It has a beautiful deck/gazebo where you can sit and watch boats pass by. Enjoy free public access to the ocean anytime with a short walk from the property, a great place to kayak or swim. In the fall enjoy the fall foliage and great hikes on the island or in neighboring areas including Acadia.
Popular amenities for Brooksville vacation rentals
Other great vacation rentals in Brooksville

Bob's Place

3 bdrm Farmhouse on the Blue Hill Peninsula

Cozy Lakefront Cabin * CampChamp

Reach Winds Classic Maine seaside 2 bdrm. cottage

Oceanfront home in Castine

Coastal Retreat • Spa Bath • Forest Privacy

Private oceanfront cottage- Steps to Penobscot Bay

Tides' Reach - Private Waterfront King Beds
Frequently Asked Questions
Are there family-friendly vacation rentals in Brooksville?
Brooksville has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Brooksville?
Experience the best of Brooksville with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Brooksville?
Four-legged friends are welcome in Brooksville. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Brooksville?
Yes! Work meets play with ease at over 60 vacation rentals in Brooksville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Brooksville have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Brooksville. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Brooksville have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Brooksville. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Brooksville have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Brooksville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brooksville have free parking?
Absolutely! We offer over 60 house rentals with free parking in Brooksville. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Brooksville

Total vacation rentals
Explore 130 vacation rentals in Brooksville

Nightly prices starting at
Brooksville vacation rentals start at $68 CAD per night before taxes and fees

Verified guest reviews
Over 4,330 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
130 of Brooksville vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Brooksville rentals

4.8 Average rating
Brooksville stays are highly rated by guests—averaging 4.8 out of 5!
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- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- University of Maine
- Rockland Breakwater Light
- Maine Discovery Museum
- Schoodic Peninsula
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Camden Hills State Park




