Enjoy the unique tastes of Maine from fine dining to the world famous lobster dinner. Make your decision where to stay, from the sparkling coastline where you will encounter historic lighthouses nestled along Maine’s coast to Portland’s cobblestone streets claiming award-winning eateries to the wilderness-bearing National Parks, Maine offers an unparalleled experience any time of the year. Visit world-class art museums and many other attractions throughout Maine. Enjoy one of our many ski lodges in the winter or encounter moose with a Maine guide in the northern wilderness during the fall or stay near Maine’s many beaches during the summer.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 23, 2025.
1. Charming, Secluded, Island Getaway for family and friends (from USD 397)
This getaway has all the advantages to make your vacation the most relaxing ever. If you are looking for a tranquil and calm escape while still accessing urban comforts you will love this place. This cottage is only a block away from the waves crashing on the shoreline and only a five-minute walk from the Casco Bay Ferry, the Island’s general store, Peaks Island Post Office, and, of course, fabulous restaurants on and off Peaks Island.
Portland, Maine, United States
3.7 km (2.3 mi) from Portland Head Light
Top guest reviews
Host:
owners are wonderfully responsive and kindowners had helpful hints and responded to all our questionsthe owners have done a wonderful job and have made a charming maine get awaygary and joanie were wonderful hosts and it was always nice to see them with rowdy their dogLocation:
it was close to town and to the best beachthe house was absolutely perfect such a great location and totally pristinegreat location we stayed a whole week and it was perfectwe had a great stay at chill on the rock the location is perfectly located to enjoy the islandthe layout is perfect and the location could not be betterCleanliness:
the house was very clean and perfect sizeRead more reviewsAmenities & Room:
great coffee and breakfast at the local cafe
2. Quiet, Cozy Loft Apartment With Water View (from 70 USD)
The Loft is furnished and has its own private entrance. It is located on the Boothbay Harbor peninsula and guests have access to the water and a private dock where you can offload your canoe or kayak. You are only 2.5 miles (4 kilometers) from Boothbay Harbor and all of its attractions, boat excursions, restaurants, shops, and super market.
Quiet, Cozy Loft Apartment With Water View
Price: from 70 USD
Number of Guests: 2
3. Sophisticated Downtown Condo (from 67 USD)
Located where the action is right in the center of Congress Street in the heart of Portland, ME. It is a refined modern building close to dozens of restaurants, music venues, cinemas, hospital, art galleries, shopping markets, tourist attractions, museums, and within walking distance to sailing, ships, port, fishing, and cruises.
Sophisticated Downtown Condo
Price: from 67 USD
Number of Guests: 6
4. Acadia Explorer Cabin Rentals (from USD 137)
This log cabin is ideal for a vacationing couple or a small family wanting to experience Mother Nature. It is located in a private wooded area only a few minutes drive from the center of Southwest Harbor on Mount Desert Island. Walking and biking directly from your front door takes you to thousands of acres of beautiful nature in Acadia National Park. The village of Southwest Harbor, only a short drive away, offers all of the services you need. Larger shopping areas and more densely populated areas are located 30 minutes away, off the island, in Bar Harbor and surrounding area.
Southwst Harbor, Maine, United States
166.42 km (103.5 mi) from Portland Head Light
Top guest reviews
Host:
they were very nice and helpfulHiking trails right out the back doorThe owners are very nice and accommodating The two cats that hang around the property were an added plusbut if we needed anything Rob and Marj were available to help even though we had all that we needed Trails into the park right outside our door were fun and easyWe have been to MDI many times and always stay in Southwest HarborLocation:
The location was far enough away from the crowds but not a far drive to any of the major attractionsGreat access to the entire islandGreat little cabin to stay in while exploring MDI and AcadiaJust a few yards from cabin doorThe location is in a beautiful wooded area and very quietCleanliness:
It was also very cleanThe owners were very friendly as well and the place was super cleanThe cabin was exactly as describedand we had everything we needed to cook every nightRead more reviewsAmenities & Room:
it was one of our favorite harbors in AcadiaAll we could have asked for and moreWe loved how it was on the quiet side of the islandso we could escape the crowds of AcadiaVery neat quiet this has a beautiful view sitting on porch can see deer in yard Away from all the hustle of the rest of the island
Maine Tour Guide
Naim Benmayor
As a Boston tour guide, I have the added experience of being a world traveler. For many years, I frequently visited Europe, Asia, and Latin America on business. During this time, I also organized tours of the USA, Europe and Asia for my business clients. I now bring this passion, excitement and expertise to the Boston area.By exploring the globe, I was exposed to various cultures, and this uniq... Read more
5. Bringing Acadia Visitors Comfortably Close To Nature (from USD 241)
Acadia Yurts offer visitors a unique way to vacation in a circular dwelling with all comforts of home. A yurt is a tent-like round fabric building with a wood frame that was introduced among the nomadic tribes in Asia. These yurts will bring you close to nature with all the comforts of home. It offers a peaceful haven for your vacation in the surroundings of Acadia National Park.
Southwest Harbor, Maine, United States
165.61 km (103.0 mi) from Portland Head Light
Top guest reviews
Location:
the location was perfect for usa great location on the quiet side of mdiwe were looking for a place to combine our ideal stay in acadiagreat place to stay will be backRead more reviewsCleanliness:
clean spacious and stocked wellit was spacious and cleanwell kept property quiet and cleanour yurt was impeccably clean and provided more space than a hotel or an inn
6. Bass Harbor 2 Story Sea Mist Cottage Apartment (from 71 USD)
This apartment is in Bass Harbor, ME on spectacular Mount Desert Island. It is well-stocked with all the comforts you will need and is the perfect base for exploring all that Mount Desert Island and Acadia National Park have to offer. The first floor has a kitchen and breakfast table and chairs. In the living room, there is a full-size sofa and a cable TV with DVD player. A queen size bed and a rocking chair await you in the cozy loft.
Bass Harbor 2 Story Sea Mist Cottage Apartment
Price: from 71 USD
Number of Guests: 2
7. Surfers, Cyclists, Paddleboarders, Kayakers! Close to everything in town (from USD 201)
This apartment is the best choice for fun vacation and relaxing activities. The amenities include two bedrooms; each one with a TV and an air conditioner, a full and a half bath, a living room with cable TV, DVD player and movies, free Wi-Fi, and the kitchen includes a full-size refrigerator, dishwasher, microwave, electric range, and Maine’s ever present ‘lobster pot.’
Wells, Maine, United States
49.11 km (30.6 mi) from Portland Head Light
Top guest reviews
Host:
owners were friendly and helpfulemployees at surf shop friendlyfor people looking for a no frills place with an easy going host i highly recommend this placeLocation:
cute place well stocked and convenienta good quiet place to stay close to the beaches etcloved staying above the surf shop everyone very friendlygreat place to go with your dogsCleanliness:
the apartment was very cleanhouse was very clean along with provided linens and towelsthe place was the perfect size clean and comfy great placeRead more reviewsAmenities & Room:
wheels and waves apartment was perfect for my husband and i and both our dogsbeds had nice firm and comfortable mattresses
8. Clean & Cozy Beach Retreat!
This vacation getaway is a condominium style resort that features tennis courts, a heated in-ground pool, an outdoor cooking area, and a hot tub. It is called the Nautical Mile Resort and it is located in Wells, ME and is also in close proximity to the communities of Kennebunkport, Kennebunk, and Ogunquit. Guests are only a short distance from beautiful beaches and ocean views, many fine seafood restaurants, local attractions, and shopping,
46.61 km (29.0 mi) from Portland Head LightAccommodates: 3
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
the owner was extremely helpful and definitely went out of his way to please usLocation:
loved beingin wells close to portland and the amazing city of ogunquitmike's clam shack with great seafood and desserts is within walking distance as wellvery cute place perfect for a getaway in a great little townit was in a perfect location- we could easily go to other parts in mainethe location was awesome a mile from the beach made for perfect morning walks/jogsCleanliness:
it is exceptionally clean and comfortablethe property was very clean and homeythe rooms were spotlessly clean on our arrivalit was very clean and would definitely stay againclean has a view of the oceanRead more reviewsAmenities & Room:
the heated pool and hot tub are awesomethe bed and pillows were comfortable and extra blankets were providedpool was very quiet and space was the perfect size for 2it was a pleasant experience the amenities were great ( pool hot tub tennis court & bbqit had everything needed for a comfortable stay
9. Large Cozy Home In Quiet Neighborhood
This accommodation is a colonial two story home in a peaceful, rural area near Freeport, Bath, and Brunswick, ME. It is very suitable for a large family or for multiple couples; sleeping six! It comprises of a large kitchen and dining room, living room with TV/DVD, Wi-Fi, game room, and a large deck that precludes an even larger back yard.
35.1 km (21.9 mi) from Portland Head LightTop guest reviews
Host:
host was available and helpfulthe owner is very responsive and the whole rental process was really easythe owners were quick to answer back book and very easy to work withLocation:
close to bowdoin and sleeps 6 comfortablythis house was a great location for our family vacation to visit family in the arealarge comfortable home close to all brunswick has to offerthis area is perfectly situated for visits to portland and the central maine coastthis is a lovely home that is very close to bowdoin and downtown brunswickCleanliness:
our stay was very comfortable and place was very cleanRead more reviewsAmenities & Room:
the beds were great plenty of closet spacethat we needed and kids love the air hockey/ping pong tableour niece and nephew enjoyed the game room along with the adultsthe beds were made when we arrived (that is always helpful when you arrive late at night )beds are very comfortable kitchen has all the plates/pots/etc
10. 'Cozy' Retreat at the Water's Edge
This cabin, named ‘Cozy’, is the perfect spot for a peaceful retreat. Compared to a hotel this is excellent value and a great way to experience Maine’s coastline. This is your Maine getaway, situated on the water’s edge with a huge deep water dock that is large enough to have your own picnic and barbecue and provides you with beautiful ocean views. See what riches are inside the lobster trap when you pull it from the ocean floor.
30.98 km (19.3 mi) from Portland Head LightTop guest reviews
Host:
the hosts were very helpful and graciousthank you owners john and karen for providing an ideal getawaygreat communication with the owners though we really did not need any support as everything was in placeLocation:
great location on an inlet with boat activitythere are nearby neighbors but all was quiet and restfulthis was a great place for simple summer livingi highly recommend it to anyone looking for seclusion peaceful sleep and located close to islandsgreat waterfront location in one of maine's premier seaside communitiesRead more reviewsAmenities & Room:
great water views from front room and deckthe kitchen was well stocked with tools the furnishings were just right and the bed was greatthis property is truly a cozy cottage in a terrific locationjust spent 10 days of relaxation at this fantastic comfortable cottagethe bedroom cozy indeed had a very comfortable queen bed
Exploring and vacationing in the wilderness, coastline, parklands, and urban areas of spectacular Maine, USA.
Vacationland, the nickname for Maine, is so much more than a destination – it’s an adventure that will take your breath away. You will thoroughly enjoy the dynamic coastline and the wide-open spaces of the state’s extensive woodlands. Maine embraces all that is genuine, unparalleled, and uncomplicated and that is reflected in the vacation rentals we have listed here for you. Book your vacation now at Vrbo.com.
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