Waterfront holiday rentals in Castine

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Top-rated waterfront accommodation in Castine

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.95 out of 5 average rating, 224 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Top Guest favourite
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
5 out of 5 average rating, 139 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Top Guest favourite
A calm cove surrounded by dense green trees reflects serene water. A sailboat gently floats on the bay, complemented by soft rock formations emerging from the water's surface. Sunlight brightens the landscape, casting a tranquil atmosphere over the scene.
Home in Deer Isle-Stonington
4.95 out of 5 average rating, 168 reviews

Blue Arches: waterfront vacation home on 18+ acres

A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.

Top Guest favourite
The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.
Cottage in Belfast
4.97 out of 5 average rating, 191 reviews

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Top Guest favourite
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
4.97 out of 5 average rating, 140 reviews

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.

Guest favourite
Home in Stonington
4.92 out of 5 average rating, 107 reviews

Bayview House 1br 2ba Stunning Harbor Views

Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

Guest favourite
The historic building features a classic exterior with a light-colored facade and green trim. Large windows provide natural light, while rocking chairs and a vintage orange car are positioned in front, adding a touch of charm to the inviting setting.
Apartment in Brooklin
4.99 out of 5 average rating, 103 reviews

Oddfellows Hall-Second Floor

Once home to the Order of the Odfellows in the late 1800's this recently renovated luxurious loft apartment over looks Center Harbor in the quaint town of Brooklin. The large room measures 40’ by 50’ with 11’ ceilings and is an extraordinary family retreat. The dining table seats 12, and a kitchen is full stocked with a vintage gas stove. Huge restored double hung windows afford views of the Reach and surroundings landscape. You are a five minute walk from the coast of Maine. Come visit!

Top Guest favourite
A contemporary wooden home is nestled among tall trees, with a spacious deck extending from the entrance. The natural surroundings and large windows offer scenic views of the lake, creating a serene setting for relaxation.
Home in Surry
4.94 out of 5 average rating, 175 reviews

Gran Den Lakefront Home Near Acadia

Gran Den is a large, kid-friendly home on the sunset side of a 9 mi lake (Toddy Pond). Enjoy privacy, stunning elevated sunsets, a dock, raft, canoe, big yard and a tennis court! Deck spans the length of the home - great for grilling, sunbathing, meals, drinks, naps and stargazing. Waterfront and tennis ct only 100 ft from deck. Enjoy all nature offers, loons, bald eagles, humming birds – on a lake that you’ll feel like you own. Close to Acadia National Park, Deer Isle & Blue Hill.

Top Guest favourite
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
4.98 out of 5 average rating, 250 reviews

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.

Top Guest favourite
A small guest house is set amidst lush greenery, featuring a dark exterior with large windows. A bright green door provides a striking contrast. The surrounding trees and plants contribute to a natural, secluded atmosphere that emphasizes privacy.
Guesthouse in Sedgwick
4.96 out of 5 average rating, 303 reviews

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.

Guest favourite
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
4.89 out of 5 average rating, 114 reviews

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.

Top Guest favourite
A serene pond reflects surrounding trees and a small gazebo on its edge. Soft sunlight filters through the branches, illuminating the water's surface. The backdrop features a well-maintained lawn and houses, enhancing the natural ambiance of the retreat.
Home in Lamoine
5 out of 5 average rating, 168 reviews

Pondside w/ Firepit Near Bar Harbor & Acadia

🌳 Welcome To Woodlawn Retreat 🌳 Tucked Beside A Pond On 5 Acres and Perfectly Sized For 6 Guests, Our 1,800 Sq Ft Retreat Features Wooded and Pond Views w/ A Wood-Burning Outdoor Fireplace and Propane Grill. Located Just 9 Miles From Mount Desert Island and A Comfortable 20-25 Minute Drive To Bar Harbor and Acadia National Park!

Popular amenities for Castine waterfront rentals

Quick stats about waterfront rentals in Castine

  • Total holiday rentals

    Explore 10 holiday rentals in Castine

  • Nightly prices starting at

    Castine holiday rentals start at $270 NZD per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Castine holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Castine rentals

  • 4.9 Average rating

    Castine stays are highly rated by guests—averaging 4.9 out of 5!

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