
Holiday rentals in Brooksville
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Top-rated holiday 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 3: Pine
Relax in this stylish, cozy & bright queen bed studio cabin. 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 our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

Whitetail by the River, Acadia National Park 10m
Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Exquisitely Modern Stargazing Cottage @Diagonair
Romantic and secluded, this 2,000 sf modern luxury cottage nestled on 12 private 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

#1 NE Small Coastal Town- Castine, Shell Cottage
Do you want to go to the #1 small town in the North East? Stay in a thoughtfully designed Maine woods cabin ideally located in a town which offers a true family camp. This Water Street location allows for a picture perfect getaway. Live like a summer person does and learn why they return each season from one generation to the next. Would you choose sailing lessons, golf, tennis, picturesque hikes, kayaking, museums, art classes, farmers markets and more to fill your ideal Maine day?

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

Modern Cabin in the Pines • Hot Tub + Near Acadia
Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

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 holiday rentals
Stay near Brooksville's top sights
Other great holiday rentals in Brooksville

Beautifully Appointed One Bedroom Apartment

Bob's Place

Cozy Lakefront Cabin * CampChamp

Private oceanfront cottage- Steps to Penobscot Bay

The Barnacle in Mid-Coast Maine

Seaside Cottage - Steps to the Bay

MidCoast Cottage

Milk House
Frequently Asked Questions
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.
Are there family-friendly vacation rentals in Brooksville?
Brooksville has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cabin Rentals in Brooksville?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cottage rentals in Brooksville have wifi?
Absolutely! We offer over 20 cottage rentals with wifi in Brooksville. Enjoy a tailored experience with all the comforts you desire.
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.
Do cabin rentals in Brooksville have free parking?
Absolutely! We offer over 10 cabin rentals with free parking 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 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.
Quick stats about holiday rentals in Brooksville

Total holiday rentals
Explore 130 holiday rentals in Brooksville

Nightly prices starting at
Brooksville holiday rentals start at £37 per night before taxes and fees

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

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
130 of Brooksville holiday 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
- Rockland Breakwater Light
- University of Maine
- Schoodic Peninsula
- Hollywood Slots Hotel & Raceway
- Maine Discovery Museum
- Bass Harbor Head Light Station
- Cellardoor Winery
- Moose Point State Park
- Maine Lighthouse Museum
- Camden Hills State Park




