Holiday rentals in Deer Isle

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.

Short walking distance to the Town of Stonington

Are you looking for the complete Maine experience? If so, this is the place for you. Walk within minutes to downtown Stonington where all the restaurants and shops are located, or just across the road to the Stonington Lobster Co-Op where you can buy your lobsters straight off the lobster boat. Also within short walking distance is famous “Ames Lily Pond”, the Isle Au Haut boat company, Island approach’s where you can rent kayaks, book boat tours and so much more. While enjoying the best views!

Private Waterfront Home with Kayaks and Firepit

Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

Sunlit Cottage on Crockett Cove

Heron Cottage on Crockett Cove Cove Meadow, Stonington Maine Rare September opening: Sept 18-20 (2 nights) * 1 Queen Bedroom/ 1 Full Bath with high quality linens * 2.5 Acres on Crockett Cove's Tidal Estuary * Tandem kayak included! * Firepit, hammock and seating area by the water * 8 minutes to Mailboat Ferry to Isle au Haut (Acadia) * 5 minutes to Aragosta & Barred Island Preserve * Follow us: @covemeadowcottage Also available during the Winter & Spring- please see my separate listing

Stonington Dream House

Welcome to Schooner! Schooner is a light filled, first floor condo that lives like a single family home. LOCATION * LOCATION * LOCATION the home overlooks Main Street, Stonington Harbor and the gorgeous archipelago beyond. Enjoy all of this charming coastal town. Walk everywhere! Coffee house, library, restaurants, museum, opera house, charming shops, plein air painters, photographers, cool art around town and more. This is what coastal Maine dreams are made of. We love to share this town!

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.

Blue Heron

Blue Heron, recently renovated with modern amenities, is conveniently located near local art, culture, restaurants, and fine dining. Its beautiful Burnt Cove sunsets, peaceful private settings, and natural ambiance make it a favorite among couples, solo adventurers, and families. The spacious front lawn offers ample space for relaxation. Just a short walk away, you can enjoy a lobster bake on the shore, launch your kayak in the backyard, or explore the local shops within a mile’s reach.

Charming restored 1830s DeerIsle cape

Full of light with thoughtful touches throughout this sunny 200 year old home is perfect for your quintessential Maine getaway. Our carefully designed coastal retreat is central to many of the adventures in coastal Maine. 3 bedrooms including 1 king suite, 1 king bedroom, a double trundle room, a well stocked kitchen, bath, grill and fire pit. Perfect for family fun, couples' retreats, visits to Acadia National Park, and other activities for up to 8 guests. 3 minutes to Causeway Beach!

Eastman's Seaside Cottage with Private Beach

With panoramic ocean views on a 4 acre property, this historic beachfront Deer Isle, Maine cottage -- renovated in 2021 -- transports you to a cozy and character filled seaside paradise. Watch the sunset over the water from the expansive deck, make s'mores around the firepit, head down the stairs to the private beach and collect shells or launch a kayak, or sit in the living room by the wood burning stove. There are 5 bed bedrooms, a living room, and a separate "kid den" with smart TV.

Island View Cottage - NEW! Waterfront Home in LDI

Island View Cottage is a cozy waterfront getaway on Little Deer Isle with beautiful views across the bay and surrounding islands. Sleeping up to four guests, it's the perfect place to slow down and enjoy the quieter side of coastal Maine. Spend your days exploring the shoreline, watching the tides change, and taking in the natural beauty all around you. Acadia National Park and Bar Harbor are about an hour away, while the cottage provides a peaceful place to unwind between adventures!

Stunning waterfront on Deer Isle

Beautiful modern waterfront vacation home on Deer Isle. This secluded home is situated on 5 acres with 720' of ocean frontage lined with pink granite, your own pocket beach, and a deepwater pier. The property features comfortable contemporary furniture, a stunning fireplace for chilly evenings, and expansive views of Long Cove and beyond. The village of Deer Isle is just over a mile away, where you'll find antique stores, galleries, a flower shop, and local favorite 44 North Coffee.

Cozy Deer Isle Farmhouse Retreat

Cozy two-bedroom farmhouse located in the heart of Deer Isle Village. This inviting home features a queen bed and a full bed for a cozy stay. The farmhouse's ambiance and handcrafted touches blend rustic and updated designs. The extensive library and screened porch add to the comfort, making our farmhouse an ideal choice for a quintessential Maine getaway. Strategically situated, it off of a small downtown and is perfect for local visits to Stonington and Acadia National Park.