House holiday rentals in Southwest Harbor

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Top-rated house rentals in Southwest Harbor

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Guest favourite
A charming farmhouse exterior features bright red siding and white trim. Large windows allow natural light, highlighting the inviting entrance. The well-maintained lawn is bordered by trees and stretches toward the road, creating a serene atmosphere.
Home in Cranberry Isles
4.84 out of 5 average rating, 126 reviews

Escape to an Antique-Filled Farmhouse on Great Cranberry

Enjoy a short boat ride to the island. Dine under a brass chandelier in a dusky red-walled room with a pumpkin-pine floor, gazing over the water. Soak in the original claw-foot tub of this 1840s island getaway. Several bikes are shared with 2 other units, if they are occupied. With the new distancing rules, guests in this unit may prefer to enjoy the ocean view from our lawn across the road The Antique Unit is the original part of the compound-a salt water farm house. My neighbor traced the house back to 1799. The large dining room overlooking the ocean has a refinished original pumpkin pine floor ; the WiFi is located there. The spacious full service kitchen was remodeled in 2010. All cooking accessories are provided. The second floor bedrooms are accessible by a rather steep stairway of the period. There is a half bath between the "Peach Room" with 2 twin beds and the "Pink Room" with 1 double bed. There are 2 bedrooms on the first floor--the "Lavender Room" with 1 double bed and the "Gold Room" with 1 queen bed. The full bath, on the first floor, has the original clawfoot tub with an added shower. All linens are provided. The cozy living room has antique décor and a flat screen satellite TV!. The Antique Unit of the house is surrounded by fields on the barn side and across the street, extending down to the shore. Our private shore path runs down the left side of the view. There is a large deck overlooking the view. This deck is shared with the tenants in the "New" Unit, if that unit is occupied. Guests work with each other to arrange days and times of use or enjoy mingling together. A small "Zen" garden currently under construction occupies the space between units on the quiet side of the house. Our water comes from a well. We ask our guests to be mindful of this and be alert to any "running" of toilets and to stagger their use of the shower, dish washer and clothes washer. Water left running will overheat the well pump and cause it to shut down. That will cause both the Antique and "New" Units to lose water. There are 3 units in this compound, They share the fire pit, outside lobster cooker, gas and charcoal grill, 10 bikes and the use of 3 cars for transportation to and from the dock which is about 1 mile away. The Cranberry Explorer shuttle ( 8 passenger golf cart) runs from the dock to the end of the island every 1/2 hour from 10-5 in the summer. You can signal it to pick you up or drop you off in front of the Red House Compound. The Red House is located in Great Cranberry Island. To get there, you park your car for free in one of our spaces in Northeast Harbor and take either the Beal and Bunker Ferry (leaves Northeast at 7:30AM, 10AM, 12PM, 2PM, 4PM and 6PM, costs 8$ per person each way) or one of 3 water taxis. Water taxis go on your schedule. They charge a flat fee for the whole boat. 2 of the water taxis can take 6 people, the 3rd takes up to 21 people, . Rates start around $38 and get higher as the hour gets later. If you have a group a water taxi may be more economical, depending on the hour. If you need transportation on a special schedule, such as after dining out on the mainland, a water taxi is a good option. If you have fewer than 6 people, you may be able to share a water taxi. Please see "Guest Access"and "other things to note" for the "New" Unit listing for this property .Gt. Cranberry Island is 3 miles long and 1 mile wide at the widest point.The island is accessible by passenger-only ferry leaving Northeast Harbor 6 times daily in season and by 3 water taxis. Please see "guest access" section under the "New" Unit for details. You park free in our space in Northeast Harbor. We supply an island car for transportation to and from the dock, 10 bicycles to explore the streets and lanes, lawn games, wifi, satellite TV WiFi. There is a general store by the dock with basic groceries and a limited organic selection, soft serve ice cream, cafe, fresh baked goods daily, fresh fish by order. The Cranberry House Museum operated by the Historical Society has interesting exhibits showing life on the islands through the centuries . Old movies are shown free in the upstairs theatre (they would like a donation) on Tuesday, Thursday and Saturday nights. Popcorn and drinks are available for $1. There are numerous art exhibits and special events throughout the summer. Cranberry House also has Hitty's Cafe- an outdoor restaurant serving lunch and snacks and breakfast and dinners by advance order. The Heliker-Lahotan Foundation hosts up and coming visiting artists throughout the summer. They have periodic openings where the public is invited. The Great Cranberry Congregational Church has seevices at 5 PM on Sundays, usually with a pot luck meal following. There is a small gym in the basenent of the church which is free for anyone to use-just sign in. The Cranberry Explorer is a free (donations accepted) 8 passenger golf cart which leaves the dock every 1/2 hour giving tours and transportation down the main road of the island. The Red House is located on the main road about axmile from the dock. Great Cranberry Island is really a place to get away from the "T-Shirt District"and all the touristy crowds of Bar Harbor. Our guests are free to roam the foot paths and explore the rock bound coast ,enjoying the many peaceful, scenic vistas which are a natural part of island life. If we are on the island, we like to meet and greet our guests. Our residence is actually in Scarborough, Maine , 3 1/2 hours away but we spend a great deal of time on the island. We are always in contact via cell phone, text or email. We also have a caretaker who can help with any problems in our absence. The home is surrounded by fields that stretch down to the shore. Great Cranberry Island is accessible by passenger-only ferry or water taxi. Leave the car in NE Harbor and transport luggage in the host’s island car. Visit the store, museum, and cafe. The Cranberry Explorer leaves the dock every 1/2 hour daily from 10 AM to 5 PM. They go right by The Red House and will pick off and drop off guests. On the mainland, the Island Explorer buses leave from the dock in Northeast Harbor and go all over Mount Desert Island, Bar Harbor and Acadia National Park. They have bike trailers for the rider's bicycles and there is no charge-they are underwritten by LLBean. Our guests may use our bikes for transportation on Great Cranberry Island only. To get to the island, you park your car(free-we supply stickers) in one of two lots in Northeast Harbor and take the passenger-only ferry. The ferry, the Beal and Bunker Mailboat, leaves Northeast Harbor 6 times daily between 7:30 AM and 6 PM making 6 round trips between the harbor and 2 to 3 islands. The fare is $8 per person with a 10 trip ticket. I buy back any unused trips, There are 3 water taxis which run at your command from approx. 6 AM to 11 PM. Water taxis actually can be more economical depending on the number of guests and the time of day. We provide an island car for our guests to use to transport themselves and their luggage to and from the dock upon arrival and departure. If we are on the island, we will pick you up and drop you off. There are 3 cars which may need to be shared if any of the cars needs repair when all 3 units are occupied. See above for the Cranberry Explorer information. Because the general store has a fairly limited inventory, our guests my want to bring their favorite groceries. There is a Shaw's supermarket and a Hannaford supermarket and John Edwards health food store in Ellsworth, the last large community before the road crosses onto Mount Desert Island. In Bar Harbor, there is a Hannaford and AandB Naturals, a nice health food store.

Guest favourite
The exterior of a modern single-story home is showcased, featuring wood siding and large windows. The entrance includes a small staircase and porch with planters. Surrounding greenery provides a natural setting, with blue skies and sunlight illuminating the façade.
Home in Southwest Harbor
4.91 out of 5 average rating, 117 reviews

The Farm-- A Lovely Place and a High-End Space!

TAKE ADVANTAGE OF OUR APRIL2025 DISCOUNT! This upscale and modern home was fully renovated in 2020 with your comfort in mind! Nestled in the woods and just steps from the Seal Cove entrance to the National Park, “The Farm” is also just 1.5 miles to downtown SW Hbr’s bustling village. It features a high-end kitchen, 3 well-appointed bedrooms, 2 full baths, an expansive game room with card and puzzle table, air hockey, and a unique screened-in porch w/cathedral ceiling and wood burning fireplace!

Top guest favourite
A serene view of Young's Bay is captured, featuring calm waters reflecting greenery and rocky shores. Lush trees line the edges, creating a natural backdrop, while granite ledges are visible along the water's edge. The tranquil environment suggests a peaceful retreat by the ocean.
Home in Hancock
4.98 out of 5 average rating, 209 reviews

Acadia's Oceanfront CAMP - near Bar Harbor

Oceanfront cottage. 30 minute drive to Bar Harbor! 2 acres, Stunning waterfront and sunset views. Westerly views across Young's Bay. 15 minutes from Schootic Point. What makes this place unique is the privacy you experience as forest meets ocean. Excellent condition, wide pine floors, granite counter tops, quality appliances. The woods have been carefully groomed to open views of the cove framed with beautiful granite ledges. A short distance to Hancock Point and the amenities it has to offer.

Superhost
Home in Southwest Harbor
4.87 out of 5 average rating, 206 reviews

Quiet side ranch home SW Harbor. Prime MDI locale

This comfortable home named the Autumn Lodge located in the lively picturesque village of Southwest Harbor can be enjoyed year round. Classic ranch home with open updated design and decorated with the colors of fall. Fully equipped kitchen with granite counters, dishwasher, and informal kitchen dining on the bar. Gas log fireplace. Private outdoor space. Harbor frontage on opposite side of the street. In town location walkable to restaurants & shops. Check out my other listing.

Top guest favourite
The exterior of a unique home is presented, featuring a combination of grey shingles and blue siding. Colorful buoys are adorned on the facade, complemented by window boxes filled with greenery. A welcoming entrance is flanked by a bright flag, set amidst a wooded backdrop.
Home in Southwest Harbor
5 out of 5 average rating, 120 reviews

Southwest Harbor Hideaway in the Woods of Acadia

This eclectic buoy wonderland is the perfect hub for your vacation! Great for families & groups. 2 primary suites w/ king beds, king-bunk room & A/C throughout, nestled in the woods on the Quietside of Mount Desert Island! Amazing backyard entertaining area. Tons of amenities: kayaks, paddleboards, bikes, cornhole, & large firepit w/ firewood! Private yet convenient - close to the ocean, hikes, downtown SW Harbor, 5min to Acadia's Seawall Beach, Bass Harbor Lighthouse, Echo Lake Beach & more.

Top guest favourite
The exterior of a cedar cottage is showcased, featuring a welcoming porch with white rocking chairs. Bright red flowers and lush greenery surround the entrance, while solar panels are installed on the roof. A stone path leads to the steps, inviting guests to explore.
Home in Southwest Harbor
4.99 out of 5 average rating, 203 reviews

Evergreen Hill in Acadia National Park

Evergreen Hill is a cheery cedar cape set up on a private half acre of fir and native blueberry. Just a mile from Acadia trails and beaches, this humble cottage has a peaceful island vibe, relaxing family spaces, a fenced yard, and great front porch, with no dog or cleaning fee. Eat lobster year round, visit Bar Harbor, take the family on a boat ride to see Mount Desert Island's 26 peaks from the water. Come in winter to work and play, hike the snow covered mountains, ice skate and XC ski.

Top guest favourite
A fire pit surrounded by four chairs is positioned by the tranquil waters of Molasses Pond. The scene is framed by a grove of trees, with a dramatic sky stretching overhead, reflecting the calmness of the lake.
Home in Eastbrook
4.99 out of 5 average rating, 152 reviews

The Maine Getaway - Lakefront with Beach

If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Top guest favourite
The cottage exterior features a peaked roof and white siding, complemented by dark green shutters. A small staircase leads to the front door, flanked by greenery and flowering plants, while a well-maintained lawn provides an inviting atmosphere.
Home in Bar Harbor
4.99 out of 5 average rating, 140 reviews

Moss Mountain Cottage - 2025 updated kitchen

Moss Mountain Cottage sits on five wooded acres where you can relax after a long day of hiking, biking, or sightseeing. We are centrally located - a short drive from Acadia National Park, the villages of Mount Desert Island, Indian Point Blagden Preserve, Kebo Valley golf course, Long Pond, Echo Lake, Pirate's Cove mini-golf, as well as several restaurants featuring fresh seafood and locally brewed beer and wine. We provide a binder with brochures to help you plan out your days on MDI.

Top guest favourite
The two-story residential home features a wooden exterior with a welcoming porch adorned with pumpkins. A gravel driveway leads up to the house, which is surrounded by trees and a landscaped yard under a clear blue sky.
Home in Tremont
4.96 out of 5 average rating, 108 reviews

“Drop Anchor” a cheerful and spacious residence

Drop Anchor is a 2 bedroom spacious residential home on the “Quietside” of Mount Desert island. You will be 5 minutes from Acadia National park. Bass Harbor headlight, Ship Harbor, Wonderland, and Seawall picnic area. Bar harbor is a 20 minute drive. Nearby is Archies lobster pound, Hansen’s seaside takeout (both walkable) and by car Thurstons lobster pound. And Seafood ketch. There are many other options in the neighboring town of Southwest Harbor.

Top guest favourite
Home in Southwest Harbor
4.97 out of 5 average rating, 143 reviews

"Sweetwater"-- Bright, Airy, Modern

Named for its sweet views of the ocean inlet just beyond the front patio, Sweetwater is a serene Scandinavian-modern retreat nestled on the "quiet side" of Mount Desert Island — home to the beloved Acadia National Park. Whether you're gathering family or escaping with friends, this thoughtfully designed cottage offers everything you need for a restorative Maine getaway, just minutes from the Park's most cherished trails, swimming holes, and hidden gems

Guest favourite
A cozy waterfront home is set against a backdrop of lush greenery. A spacious deck spans across the front, leading to a circular fire pit area surrounded by Adirondack chairs, inviting relaxation and outdoor gatherings.
Home in Franklin
4.95 out of 5 average rating, 129 reviews

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Welcome to the 'Maine Squeeze'- where morning coffee tastes better on your private waterfront deck and every sunset over Hog Bay feels like a personal show just for you. Located just 40 minutes from Acadia National Park, this cozy coastal retreat offers the perfect blend of adventure and relaxation. Imagine kayaking right from your backyard, soaking in the hot tub under a canopy of stars, and falling asleep to the gentle sounds of the bay.

Top guest favourite
A two-story post and beam house is set on a spacious green lawn, surrounded by trees and autumn foliage. The exterior features wooden siding with multiple windows, showcasing a blend of rustic charm and natural beauty.
Home in Swans Island
4.95 out of 5 average rating, 292 reviews

Hot Tub Time Machine

Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures

Popular amenities for house rentals in Southwest Harbor

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Quick stats about house rentals in Southwest Harbor

  • Total holiday rentals

    Explore 220 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 9,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    220 of Southwest Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southwest Harbor rentals

  • 4.9 Average rating

    Southwest Harbor stays are highly rated by guests – averaging 4.9 out of 5!

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