House vacation rentals in Brooksville

Find and book unique houses on Airbnb

Top-rated house rentals in Brooksville

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

A warm dining area features a large wooden table surrounded by cross-back chairs. A mirror hangs above a sideboard next to a fireplace. Natural light enters through multi-paned windows, revealing a cozy living room beyond with a sofa and colorful armchair.

Home in Bar Harbor

4.92 out of 5 average rating, 71 reviews

Downtown Bar Harbor Cadillac Views

This beautiful, recently renovated historic house has everything you need and more! It is located on MDI, right in the hub of downtown Bar Harbor, but on a quiet neighborhood street. It is 1.5 miles away from Acadia National Park entrance, steps away from Shore Path and has incredible 2nd story deck views of Cadillac Mountain. 6 bedrooms, 3 bathrooms, nice large kitchen, living & dining room with 2 beautiful porches and a nice sized fenced back yard as well! This house has room for 12 guests

Superhost

A cozy living room features wooden beam ceilings and large windows adorned with sheer curtains. A rocking chair and armchair provide comfortable seating, while a small table sits beside a lamp. A television is positioned on a media unit against one wall.

Home in Bar Harbor

4.82 out of 5 average rating, 22 reviews

Historic 1850 Downtown Retreat [Driftwood Cottage

This Dutch Colonial is THE OLDEST Small Building in Bar Harbor, built in 1850. Originally residing on Cottage Street until it was saved and moved in 2003 when condos were being built on Cottage Street. The entire 2nd Floor is a spacious master bedroom with a large attached bathroom, large walk-in closet, and an indoor and outdoor patio space. The home has 2 living rooms and still boasts many historic aspects to it. The PERFECT Location in the Heart of Downtown, and the ability to walk anywhere!

Superhost

Home in Waltham

4.83 out of 5 average rating, 12 reviews

Spectacular Lake front in Graham Lake near Acadia

Most Spectacular sunset lakefront house in Graham lake. Discover this exceptional 2024 custom built home with 5 bedrooms and 3 full baths nestled in Sunset Shores, Waltham ME. Featuring huge chef kitchen, primary suite with 2 sink vanity, soaking tub and luxury steam spa shower. Living/kitchen/dining and 3 bedrooms on main floor, 2 bedrooms on upper level. Surrounded by nature where you just relax, kayaking, fishing, hiking right at your own private place. You will love this happy place!

Superhost

The charming exterior of a two-story home is showcased, featuring a yellow facade and a red metal roof. A front porch with steps leads to the entrance, surrounded by greenery and well-kept landscaping. Power lines and trees are visible in the background.

Home in Bar Harbor

5 out of 5 average rating, 37 reviews

Home away from home, Updated 3 bedroom 2 bath

Immaculate newly appointed, 3 bedroom, 2 bath home comfortably accommodates 6. Air-conditioned bedroom with queen-size sleigh bed, new mattress and bedroom furniture and antiques. Remodeled bath with granite countertop and vessel sink. Dining room seats 6. The kitchen has everything needed to prepare meals. Large dedicated office. .Living area with flat-screen TV, gas fireplace, new leather seating. Upstairs air-conditioned master suite and guest bedroom with newly renovated bathroom.

Superhost

The front exterior of the cottage features a welcoming entrance with a path of bricks leading to wooden double doors. Lush greenery surrounds the property, and flowerpots add a touch of color to the landscape. Tall trees create a natural border, enhancing the secluded feel.

Home in Bar Harbor

4.96 out of 5 average rating, 107 reviews

Skipping Stone on Frenchman's Bay Weekly Rental

Our beachfront home is good for families and pets, with open plan, private bedrooms and an enclosed deck. The beach is perfect for cookouts, walking and exploring. We are nestled down a long gravel drive with quiet neighbors. The main floor bedroom (queen bed) accesses a screened sitting area. The downstairs bedroom (walkout basement) has twin beds and futon chair (single). We are 5 miles from the village, 2.5 miles from Acadia Visitor Center, and .5 miles from an Explorer stop.

Superhost

A dining area is illuminated by natural light, featuring a dark wooden table with a decorative centerpiece of fruit. Large windows offer a view of the water and nearby boats, while comfortable seating is arranged alongside the table.

Home in Cushing

4.95 out of 5 average rating, 126 reviews

Dockside Retreat - Winter discounted pricing

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Superhost

A winter landscape features a wide expanse of untouched snow leading to a serene bay. Snow-covered homes dot the shoreline, and trees line the background against a clear blue sky, providing a peaceful view of the water.

Home in Owls Head

4.9 out of 5 average rating, 206 reviews

Comfortable, Close to Town Home, with Oceanview.

This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.

Superhost

The front of a two-story house is framed by colorful foliage. The property features a well-maintained yard with flower beds and a welcoming porch. The entrance is accentuated by blue doors and porch lights, presenting a warm invitation to visitors.

Home in Tremont

4.83 out of 5 average rating, 182 reviews

Acadia Escape @ Acadia National Park, A/Seafood

This property is perfect for family and abuts Acadia National Park line in Bass Harbor. It is close to all local attraction including Acadia Nat'l Park, Bar Harbor and Trails. Just minutes from the harbor and Acadia Nat'l Park Trail ( Wonderland Trail), This 5BD/3 bath home is located on the quiet side of Mount Desert Island. Property is very private, spacious and a well landscaped both front and back and is at the dead end of the road.

Superhost

An outdoor patio area features a large table accompanied by four red chairs. The light blue exterior of the home is highlighted by a window adorned with a planter box, offering a glimpse of greenery. The setting is partially shaded by overhead branches.

Home in Bar Harbor

4.95 out of 5 average rating, 118 reviews

The Near EVERYTHING House!

Bar Harbor! Enjoy the benefits of being right in town, walking distance to the best restaurants, bakeries, and spas; but also live where you can access the famous Acadia National Park with ease. The ocean, of course, is also a short walk away should you be desiring a picnic by the sea. (For the High Season (June 21st - September 7th, 2025) stays are by the WEEK ONLY from Saturday - Saturday).

Superhost

A spacious living room is designed with comfortable seating, featuring a large gray couch and a smaller matching sofa. A coffee table sits atop a decorative rug. Natural light fills the room through multiple windows, offering views of the outdoor space.

Home in Stonington

4.79 out of 5 average rating, 110 reviews

Island Getaway - 4BR House (Ocean Views)

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. A delightful in-town home with views of Stonington Harbor! The property has a large yard with minimal traffic, perfect for families or a friends getaway. ★ Complementary Kayaks Rentals when you stay 3 nights or more!

Superhost

The open concept living area features a large island with a contrasting wooden base. A wall of windows provides an unobstructed view of the ocean. Neutral-colored cabinetry and light wood flooring complement the space, while dining chairs are positioned around the island.

Home in Lamoine

4.94 out of 5 average rating, 117 reviews

LAMOINE BEACH HOUSE

Stunning ocean front property overlooking Frenchman and Mt Desert island and Cadillac mt. 270 degrees of ocean frontage with sandy beach. Open concept 1st floor with a wall of windows overlooking the ocean. 4 bedrooms, each with expansive water views. Large front deck for relaxing. 20 minute drive to get to acadia national park trails.

Superhost

A bright corner of the living area features a cozy couch with decorative pillows, positioned near a large window. A round coffee table with a wire base complements a colorful area rug. A small table lamp stands on each side, enhancing the space’s comfort.

Home in Ellsworth

4.78 out of 5 average rating, 23 reviews

House close to Acadia National Park

This stylish place to stay is perfect for group trips, family holidays or a wonderful getaway for a couple. This is a new listing, just changed to vacation rental from 2022. All the furniture and amenities are brand new. There are 3 bedrooms and 3 bathrooms. This property has its own private entrance.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brooksville house rentals

Kitchen

Wifi

House vacation rentals in Brooksville

Top-rated house rentals in Brooksville

Vacation rentals for every style

Cottages

Hotels

Unique stays

Popular amenities for Brooksville house rentals

House rentals with a pool

Home in Bangor

Home in Liberty

Home in Ellsworth

Home in Bangor

Home in Stonington

Home in Rockport

Home in Trenton

Home in Tremont

Weekly house rentals

Home in Ellsworth

Home in Mount Desert

Home in Newcastle

Home in Ellsworth

Home in Bar Harbor

Home in Bar Harbor

Home in Trenton

Home in Winter Harbor

Private house rentals

Home in Northport

Home in Belfast

Home in Liberty

Home in Belfast

Home in Ocean Point

Home in Rockport

Home in Bar Harbor

Home in Southwest Harbor

Quick stats about house rentals in Brooksville

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Destinations to explore