Holiday rentals in Castine

Sweeping Views with Private Beach in Castine

Shore Cottage is a charming, rustic 1904 summer house on the water. Spectacular elevated views over the entrance to Castine's harbor. Watch seals and schooners from the deck or the glassed-in porch, which spans the entire waterside of the house. Descend the stairs and explore the rock pools on your own beach. A pleasant walk or short bike ride takes you to the delightful village of Castine, with restaurants, art galleries, shops. Kayaking, sailing, golf, and tennis are all available in town.

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.

Castine Harbor Haven-Waterfront

A stone’s throw from the waterfront, this beautiful home is situated in the heart of the picturesque town of Castine. With its spacious, sunlit rooms and a deck perfect for enjoying meals, morning coffee, or evening cocktails, this home is designed for relaxation while only minutes from the shops and eateries and galleries of Castine’s quaint downtown, and the town Yacht Club. Castine is exceptionally quiet and tranquil, and has been voted “prettiest town in Maine” by several publications.

Maine cabin coast & forest Acadia Bar Harbor

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

#1 NE Small Coastal Town- Castine, Shell Cottage

Do you want to go to the #1 small town in the North East? Stay in a thoughtfully designed Maine woods cabin ideally located in a town which offers a true family camp. This Water Street location allows for a picture perfect getaway. Live like a summer person does and learn why they return each season from one generation to the next. Would you choose sailing lessons, golf, tennis, picturesque hikes, kayaking, museums, art classes, farmers markets and more to fill your ideal Maine day?

Modern Home / Sweeping Views on House&Garden tour

Live the Coastal Maine life. This idyllic setting is home to a comfortable, clean modern house that invites relaxing indoor/outdoor living. High ceilings filled with natural light and breathtaking views of Castine Harbor. Come for a weekend, a week-long getaway or stay for a month! Are you a walker? This little village boasts a charming walk around these quiet streets nestled by the water. Easy access to coastal trails, lighthouse, woodland trails, and Acadia National Park.

Jamaica Lane Cottage

Relax at this cozy cottage on the beautiful Penobscot Bay. Enjoy sunsets from the lawn, walk on the beach, or watch for wildlife from the comfort of the living room. This property is located within 11 minutes of beautiful Castine (home of Maine Maritime Academy). It is only a 15 minute drive to the town of Bucksport, historical Fort Knox, and the Penobscot Narrows Bridge. Take a day trip to Acadia National Park, Searsport, or the beautiful coastal town of Belfast.

Norumbega House

Brand New Oceanfront Luxury on 4 Private Acres on the Penobscot Bay Escape to your own private nature retreat in this brand-new, custom-built single-family home. Nestled on four secluded wooded acres directly on the oceanfront, this stunning property offers the perfect blend of modern luxury and peaceful isolation. When you step inside, you are greeted by an expansive, open-concept main floor featuring soaring high ceilings and dramatic floor-to-ceiling windows.

Spacious Oceanfront Home Stunning Sunset Views

Year-round waterfront retreat, perfect for those seeking tranquility on the coast of Maine. Ideal for visitors to Acadia National Park, history enthusiasts exploring Castine, remote workers looking for inspiration, or families and friends seeking a serene escape. Nestled on the shores of Wadsworth Cove, this home offers panoramic sunset views, private shoreline access, and proximity to charming downtown Castine, Bar Harbor, and beyond.

Cozy log house with waterfront access

Cozy log house on a large lot with 600 feet of spruce-filled waterfront. The place has a pier with floating dock and a few kayaks/canoes for you to explore the nearby islands. Practice your golf skills on the open area in front of the house or have a glass of wine while watching bald eagles flying above the Bagaduce River. We also have a studio apartment above the garage. Please send us a message if you are interested in renting both.

Modern Cabin in the Pines • Hot Tub + Near Acadia

Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

Windy Hill Farm

Take it easy at this unique and tranquil getaway. Charming 18th century home in historic Castine, Maine (voted the best small town in the Northeast by USA today) 2 bedroom (1 queen, 1 full). Full kitchen and living room. Private driveway. 5 minutes from downtown dining and shopping 4 minutes from the town beach. 4 minutes from public golf course No pets.