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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.

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Apartment in Searsport

4.82 out of 5 average rating, 291 reviews

Lakefront Vacation Apartment in Searsport ME

All season private top floor apartment. Hammock, loungers, floats. Acadia/State parks close. Canoe, kayaks, hot tub/wood floating dock (seasonal use), fire pit, grill, swim, fish. Modern/Antique furnished: queen bed plus loveseat twin. Massage/lounger. 2nd queen, twin inflatables. Fully equipped kitchen. Families w/kids, business guests welcome. Wifi smart TV. Great hikes, mountain bike rentals close. Snow shoes/sled included, skiing close. Separate entrance/apt above home not full home.

Nov 16 – 23

Cottage in Lincolnville

4.91 out of 5 average rating, 329 reviews

Eco-friendly studio - ocean views, close to beach

Ecofriendly guest cottage in the heart of Lincolnville Beach, on Rt 1 (a busy road that runs from Maine to Florida), is a sunny studio (with blinds) with a murphy bed, full bathroom, breakfast nook (sink/fridge/microwave - no oven, no stovetop) and amazing views of Penobscot Bay. It's a quick walk to one of Maine's sandy beaches, restaurants, shops, coffee roaster, and a neighborhood market. Drive a few miles to hiking trails, Mount Battie, and the towns of Belfast, Camden, Rockport + Rockland.

Nov 3 – 10

Cottage in Sedgwick

4.99 out of 5 average rating, 188 reviews

Exquisitely Modern Maine Cottage @Diagonair

Private getaway cottage is a favorite of honeymooners & lovers of modern design. * 2,000 square foot modern cottage on 12 acres of woods and fields * One 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 (*NEW*) * Queen bed with luxurious linens and pillows * Smart TV; gas grill * EV charger

Oct 18 – 25

Cottage in Castine

4.94 out of 5 average rating, 115 reviews

Castine rustic private coast forest Acadia WiFi

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 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have incredibly 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

Sep 5 – 12

Guesthouse in Lincolnville

4.97 out of 5 average rating, 327 reviews

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Dec 11 – 18

Guest suite in Brooksville

4.83 out of 5 average rating, 117 reviews

Charming Waterfront Apartment at Tapley Farms

This cozy, private waterfront apartment sleeps two so comfortably . In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Unwind surrounded by stunning open fields with fireflies and star-filled skies as the saltwater air lulls you to sleep. An ideal mix of antique charm and complete modern comfort with a private entrance and small yard with a grill. Near Acadia National Park. Dog OK @$25 per day. 5G

May 4 – 11

Guesthouse in Orland

4.99 out of 5 average rating, 103 reviews

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!

Mar 17 – 24

Apartment in Belfast

4.99 out of 5 average rating, 261 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Dec 25 – Jan 1

Guesthouse in Sedgwick

4.96 out of 5 average rating, 235 reviews

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.

Sep 26 – Oct 3

Cottage in Deer Isle

4.94 out of 5 average rating, 280 reviews

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.

Oct 27 – Nov 3

Cottage in Blue Hill

4.88 out of 5 average rating, 190 reviews

Brand new cottage close to downtown Blue Hill

The cottage is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of Blue Hill Bay. This is a edge wood retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D natural is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free!

Oct 20 – 27

Guesthouse in Penobscot

4.99 out of 5 average rating, 166 reviews

Sea Pearl

Take it easy at this unique and tranquil getaway. Newly renovated, this is a perfect spot for your serious fun. Located right on water of the Northern Bay in Penobscot. The Northern Bay is considered the hidden Gem of the bay. This area of the bay is tidal. Come watch the eagles soar over head Just out your door. Kayaking, sailing, hiking, seafood , and lot more! Or just relax in a stunning natural setting. Just a short drive to Acadia National Park, & Bar Harbor.

Aug 22 – 29

Vacation rentals for every style

Get the amount of space that is right for you

Houses

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Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Brooksville vacation rentals

Free parking on premises

Air conditioning

Stay near Brooksville's top sights

Bagaduce Lunch47 locals recommend

EL EL FRIJOLES, Mexican Food68 locals recommend

Dyce Head Lighthouse22 locals recommend

Maine Maritime Academy10 locals recommend

Tinder Hearth72 locals recommend

Eggemoggin Country Store15 locals recommend

Other great vacation rentals in Brooksville

Apartment in Searsmont

4.97 out of 5 average rating, 108 reviews

Searsmont Studio

Apr 28 – May 5

Cabin in Brooksville

4.98 out of 5 average rating, 53 reviews

Peaceful modern Aframe cabin in Maine woods“Maple”

Dec 10 – 17

Guesthouse in Penobscot

4.97 out of 5 average rating, 32 reviews

The South Bay Cottage "on the rocks"

Mar 21 – 28

Home in Brooksville

5.0 out of 5 average rating, 18 reviews

Bob's Place

Dec 18 – 25

Cottage in Brooksville

5.0 out of 5 average rating, 30 reviews

The Cottage in the Pines

Sep 15 – 22

Apartment in Brooksville

4.83 out of 5 average rating, 47 reviews

Artsy Coastal Apartment

Jul 10 – 17

Cottage in Brooksville

4.91 out of 5 average rating, 43 reviews

At the edge of the woods near the sea

Nov 15 – 22

Cottage in Brooksville

4.92 out of 5 average rating, 50 reviews

Oak Grove Cottage at Oakland House

Jun 5 – 12

Quick stats about vacation rentals in Brooksville

Total rentals	140 properties
Rentals with dedicated workspaces	60 properties have a dedicated workspace
Pet-friendly rentals	50 properties allow pets
Family-friendly rentals	90 properties are a good fit for families
Total number of reviews	4.4K reviews
Nightly prices starting at	$50 before taxes and fees

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 90 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 50 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 house rentals in Brooksville have a kitchen?
Absolutely! We offer over 50 house 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 10 house rentals with air conditioning in Brooksville. Enjoy a tailored experience with all the comforts you desire.

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