Family-friendly holiday rentals in Brooksville

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.

Peaceful & beautiful A-Frame, 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

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 * 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 * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Castine secluded rustic cabin WiFi coast Acadia

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

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.

The Sailors Retreat - Waterfront Home with Kayaks!

Retreat to this coastal Maine getaway just steps away from your own private ocean and beach front while roasting marshmallows by the bonfire enjoying the amazing view and a short drive to Acadia National Park. Spend the day exploring tidal pools, relaxing in the sun, kayaking, enjoying some Maine Lobster or take it easy and just enjoy a cup of coffee while taking in the spectacular views and listening to seagulls and waves crashing; Something to do for all members of the family.

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.

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

Penobscot River Views - Two Room Suite!

Two room suite on the first floor of my home with an en-suite private bathroom and views of the Penobscot River/Bay! ***Just under an hour drive to Acadia.*** Convenient access right on Route 1. A short walk to the Sandy Point beach park. Comfortable queen bed and sleep sofa. Two 40” HD TVs with Roku. Mini fridge, microwave, toaster oven and induction burner in room. Almost 400 SF of space! If you need more beds, please see my listing for the room upstairs.