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.

Superhost

Apartment in Searsport

4.82 out of 5 average rating, 290 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.

Oct 24 – 31

G$21,176 GYD per night
Guest favorite

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 * 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 (*NEW*) * Queen bed with luxurious linens and pillows * Smart TV; gas grill * EV charger

Jun 6 – 13

G$83,076 GYD per night
Guest favorite

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

Oct 6 – 13

G$34,034 GYD per night

Popular amenities for Brooksville vacation rentals

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

Guest favorite

Cottage in Deer Isle

4.93 out of 5 average rating, 276 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Oct 7 – 14

G$43,692 GYD per night
Guest favorite

Home in Appleton

4.96 out of 5 average rating, 121 reviews

The Barn

Nov 16 – 23

G$27,953 GYD per night
Guest favorite

Cottage in Deer Isle

4.9 out of 5 average rating, 113 reviews

The Sailors Retreat - Waterfront Home with Kayaks!

Mar 1 – 8

G$42,442 GYD per night
Guest favorite

Cabin in Brooksville

4.98 out of 5 average rating, 52 reviews

Peaceful modern Aframe cabin in Maine woods“Maple”

Dec 13 – 20

G$43,391 GYD per night
Guest favorite

Guesthouse in Penobscot

4.97 out of 5 average rating, 32 reviews

The South Bay Cottage "on the rocks"

May 31 – Jun 7

G$36,851 GYD per night
Guest favorite

Cottage in Brooksville

5.0 out of 5 average rating, 30 reviews

The Cottage in the Pines

Sep 3 – 10

G$43,174 GYD per night
Guest favorite

Cottage in Brooksville

4.91 out of 5 average rating, 43 reviews

At the edge of the woods near the sea

Sep 16 – 23

G$63,713 GYD per night
Guest favorite

Home in Brooksville

5.0 out of 5 average rating, 18 reviews

Bob's Place

Sep 27 – Oct 4

G$46,611 GYD per night
Superhost

Home in Brooksville

4.89 out of 5 average rating, 9 reviews

Stover Cove Cottage

Aug 4 – 11

G$40,532 GYD per night
Guest favorite

Home in Castine

5.0 out of 5 average rating, 12 reviews

Modern Brand New Home with Sweeping Views

Sep 4 – 11

G$84,062 GYD per night
Guest favorite

Guesthouse in Orland

5.0 out of 5 average rating, 28 reviews

Studio on Orland River

Nov 7 – 14

G$27,838 GYD per night
Guest favorite

Cottage in Brooksville

4.92 out of 5 average rating, 50 reviews

Oak Grove Cottage at Oakland House

Jun 9 – 16

G$52,082 GYD per night

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

4.6K reviews

Nightly prices starting at

G$10,469 GYD 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 House Rentals in Brooksville?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with free parking, over 50 homes with wifi, over 60 homes with a kitchen, over 10 homes with air conditioning, 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 house rentals in Brooksville have free parking?

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

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Brooksville