
Holiday houses in Brooksville
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Top-rated holiday rentals in Brooksville
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Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

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 guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Relaxing & peaceful AFrame in Maine woods “Maple”
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? “Birch” A Frame is just next door. See separate listing for availability OR to book both

Tiny House at Wooded Bliss Homestead
On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

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.

Exquisitely Modern Maine Cottage @Diagonair
Romantic and secluded, this 2,000-sq-ft 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 * 2 full baths, one with a steam shower * Fully equipped kitchen with Wolf stove and under-counter Sub-Zero fridge * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charge

NEW Whitetail Cottage, Acadia National Park 7m
NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

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 400 Mbs cable 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. Pet friendly!

Sea Pearl
This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Beachfront Guest Cottage - Year-round Hot Tub!
Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.
Popular amenities for Brooksville holiday rentals
Other great holiday rentals in Brooksville

Lupine Landing

Blue Hill in the Woods

3 bdrm Farmhouse on the Blue Hill Peninsula

Cozy Lakefront Cabin * CampChamp

Modern, tranquil forest getaway with spa bath

Ledgewood Cottage

"Eagles Nest" Waterfront Cottage

Magical Rustic Cabin Lake Gettaway
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 Cottage Rentals in Brooksville?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, 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 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.
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 150 holiday rentals in Brooksville

Nightly prices starting at
Brooksville holiday rentals start at $89 NZD per night before taxes and fees

Verified guest reviews
Over 5,090 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of Brooksville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Rentals with beach access Brooksville
- House rentals Brooksville
- Rentals with a washing machine and dryer Brooksville
- Rentals with a fire pit Brooksville
- Pet-friendly rentals Brooksville
- Rentals with a fireplace Brooksville
- Rentals with lake access Brooksville
- Rentals with a patio Brooksville
- Beachfront rentals Brooksville
- Rentals with outdoor seating Brooksville
- Family-friendly rentals Brooksville
- Waterfront rentals Brooksville
- Cottage rentals Brooksville
- Acadia National Park
- Northeast Harbour Golf Club
- Hermon Mountain Ski Area
- Acadia National Park Pond
- Dragonfly Farm & Winery
- Sandy Point Beach
- Bear Island Beach
- Sand Beach
- Lighthouse Beach
- Kebo Valley Golf Club
- Pebbly Beach
- Spragues Beach
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Narrow Place Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- Driftwood Beach
- Three Island Beach
- Islesboro Town Beach
- North Point Beach
- Hero Beach
- Pinnacle Park
- Billys Shore




