Vacation rentals in Castine

4.97 out of 5 average rating, 399 reviews

The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.

Treehouse in Appleton

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.

5 out of 5 average rating, 116 reviews

An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.

Home in Hampden

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

4.95 out of 5 average rating, 119 reviews

A loft bedroom features a spacious bed adorned with a soft coverlet and accent pillows. Warm wooden walls enhance the cozy atmosphere, while natural light filters through two windows on either side. Reading lamps provide soft illumination on nightstands, creating a serene retreat.

Cabin in Brooksville

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

4.94 out of 5 average rating, 104 reviews

A spacious sleeping area features a king-sized bed adorned with patterned bedding and accent pillows. Natural wood beams and a warm wood ceiling create an inviting atmosphere. Sunlight enters through a large window, illuminating a comfortable corner chair and a small side table.

Apartment in Northport

Off-Grid Oasis with Ocean Views, Near Rt. 1

Take in the ocean views from our quiet hilltop just 20 minutes from downtown Camden and 10 minutes from Belfast. This newly constructed above garage studio apartment is private, full of light, and effortlessly off-grid. The studio features a king-sized bed, table and chairs, comfy chair and bean bag, as well as a full bath. The patio area gives breathtaking views of the bay and island. A perfect oasis amid sight seeing! We also offer $20 back for multi-night stays. Please message for details.

4.99 out of 5 average rating, 226 reviews

The modern luxury cottage is surrounded by lush greenery, featuring a striking exterior with large windows and a prominent chimney. A small deck with seating is visible, providing a serene outdoor space. The design harmonizes with the natural landscape, inviting relaxation and seclusion.

Cottage in Sedgwick

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 charger

4.97 out of 5 average rating, 138 reviews

A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.

Home in Orland

Lavender by the Sea

The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

4.95 out of 5 average rating, 143 reviews

The cottage is nestled among trees, accessed via a gravel pathway. A shaded seating area with red Adirondack chairs and a tent is visible, alongside a barbecue grill. The house features a distinctive steep roof and is set within a natural, serene environment.

Cottage in Castine

Maine cottage coast & forest fall foliage 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

4.99 out of 5 average rating, 175 reviews

A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.

Guesthouse in Orland

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!

4.97 out of 5 average rating, 238 reviews

A serene landscape captures a vibrant sunset over a tidal bay, with hues of orange, pink, and purple reflected on the water's surface. Silhouettes of distant trees line the shore, framed by rocky terrain in the foreground.

Guesthouse in Penobscot

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.

4.84 out of 5 average rating, 149 reviews

The exterior of a historic farmhouse is presented, showcasing a large white building with multiple gabled roofs. Lush green grass surrounds the home, while colorful flower beds add a vibrant touch. A welcoming porch features steps leading to the entrance, framed by leafy trees.

Apartment in Brooksville

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

Guest suite in Stockton Springs

A comfortable living space is featured with two large windows allowing natural light to brighten the room. A cozy sofa with red cushions sits adjacent to a chair, while a wooden table is positioned nearby. A floor lamp provides additional lighting.

4.97 out of 5 average rating, 172 reviews

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.

4.88 out of 5 average rating, 112 reviews

A cozy living area features a black wood stove providing warmth. A wooden table is set with two glasses and a bottle, inviting relaxation. Windows offer views of the water, while comfortable seating is arranged nearby, enhancing the inviting space.

Guest suite in Penobscot

Waterfront Getaway on the coast of Maine.

Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

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Popular amenities for Castine vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Castine

Superhost

A rustic cottage, set against a clear blue sky, features a porch with several wooden chairs. The building, constructed with dark wood, includes windows that provide ample natural light. The grassy area in front enhances the tranquil setting.

Cottage in Castine

4.79 out of 5 average rating, 14 reviews

Waterfront with Amazing views at Bay View cottage

5 out of 5 average rating, 4 reviews

Windy Hill Farm

Guesthouse in Stockton Springs

A charming guesthouse, shrouded by lush greenery, features a rustic exterior with dark shingles. Flower pots adorn the front entrance, and a gravel pathway leads to the building. Birch trees provide natural shade in this tranquil, outdoor setting.

4.95 out of 5 average rating, 40 reviews

The Cottage at Birch Hill

4.67 out of 5 average rating, 3 reviews

Oceanfront home in Castine

A peaceful view of the water is framed by a green lawn and a wooden fence. An American flag stands tall in the foreground, while sailboats gently float in the harbor, surrounded by rolling hills under a clear blue sky.

5 out of 5 average rating, 10 reviews

#1 NE Small Coastal Town- Castine, Shell Cottage

5 out of 5 average rating, 54 reviews

A charming barn-style apartment is set against a backdrop of lush greenery and wildflowers. Towering clouds drift above the Two-Story structure, which is surrounded by mature trees and rolling fields. The open landscape provides a serene view of nature's beauty.

Home in Lincolnville

Antique Barn Apartment at Salt Water Farm

5 out of 5 average rating, 38 reviews

A cozy living area features a comfortable sectional sofa with accent pillows, positioned near a low coffee table. A modern media console with a TV stands against the wall, while large windows offer views of the surrounding forest. A stylish floor lamp and decorative shelving add character.

Guesthouse in Searsport

Modern, tranquil forest getaway with spa bath

A covered porch features several black rocking chairs lined along the railing. Green shutters flank the windows, providing a contrast to the white exterior. The view includes rolling fields and trees leading to a body of water in the distance, under an overcast sky.