Beachfront vacation rentals in Islesboro

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Popular amenities for Islesboro beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Guesthouse in Blue Hill
4.73 out of 5 average rating, 150 reviews

Bungalhigh with Swimming Cove

JillRating, 5 stars6 months ago
This was such a delightful, peaceful & beautiful place to stay. Shelby was extremely responsive & helpful. I appreciated that she went the extra mile to alert me to the Aurora Borealis & encourage me to see it from the point. When the power went out b/c of a local car accident, she kept me updated with information about cause & when power was expected to return & provided flashlights & a special battery powered lightbulb to provide light. I couldn't have asked for more!
Top guest favorite
Cottage in Blue Hill
4.97 out of 5 average rating, 114 reviews

Chic Farmhouse Cottage, WiFi, Private Beach, A/C

MaryRating, 5 stars3 months ago
This cottage is delightfully cozy in the winter and very charmingly decorated. It’s not just run of the mill decor. The lighting setup is especially great and was put together very thoughtfully. I really enjoyed being IN the spaces that have been created in the cottage - there are several different seating areas for reading a book or sharing a meal or hanging out. The location of the cottage is spectacular with beautiful views from the windows as well as the private garden, private porch overlooking the bay, and more. Fabiola leaves many helpful instructions (often amusing!) and also gives lots of recommendations about the area. In addition to that she is super welcoming, always available, and clearly wants her guests to enjoy themselves. She also lets the guests have privacy. I’m sure the cottage and garden are even better in summer simply because one can spend more time outdoors, but winter has its own beauty in Maine and the cottage is a wonderful place to experience it from.
Guest favorite
Cottage in Deer Isle
4.93 out of 5 average rating, 360 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

KarinRating, 5 stars3 weeks ago
This house was very convenient - the owners seem to have thought of everything! I enjoyed the clear labels all around the house so we weren’t guessing about light switches; the robes & slippers provided for the hot tub; and the thoughtful extras like mouth wash, extra toothbrushes, plastic wrap, coffee, and a lot of other things that are handy to have but you might not bring along. Even headlamps with a label, “to look for crabs on the beach at night!” The guest house is very close to the main house but we didn’t run into anyone. The hot tub was great, and unfortunately we didn’t get to explore the waterfront on our overnight but the location was easy to get to. We went to Stonecutters for breakfast and got to see some local towns on the way. A fun place to visit.
Guest favorite
Camper/RV in Sorrento
4.88 out of 5 average rating, 103 reviews

Long Cove Hideaway

BenzRating, 5 stars6 months ago
Allen is very nice & very helpful of recommendation of things to do. His place is peaceful & relaxing.
Superhost
Cottage in Sullivan
4.82 out of 5 average rating, 115 reviews

Cozy Cottage on Frenchman Bay

AndrewRating, 5 stars5 months ago
We stayed at Alicia’s place, as we were traveling through, so we didn’t get to take full advantage of the lake. It was well appointed and made great use of the space. There was only 2 of us but a family of 4 would have no issues. It was extremely clean and cozy. We would stay again if in the area. Thanks Alicia
Superhost
Home in Stonington
4.85 out of 5 average rating, 20 reviews

Inner Harbor Retreat - Stonington

AmyRating, 5 stars10 months ago
Our family of 9, ranging in ages from 2-94 loved our visit here!! They house is open, comfortable, kitchen is well stocked with what is needed for a range of cooking. Big family style pots made serving up dinner for 9 a breeze. The layout provides tons of privacy and with 4 full baths, no issues with larger groups. Located on a picturesque cove with granite, spruce and marsh grass, this island is magical. Many hours exploring the waters edge. I agree with past renters that the walk from parking to the house was long and on an uneven surface that's not comfortable to traverse. My mother (94 y/o) thought she could manage. It's too uneven for a walker. We walked with someone on each side of her nearly carrying her, glad it wasn't raining. My mother loved the house and location. It's required to take all your trash and recycables about 15-20 minutes away. Check times and days open, we made that mistake. Also you'll need the transfer station pass which the property provides.
Guest favorite
Home in Rockport
4.95 out of 5 average rating, 96 reviews

Seaside House/Upstairs

DavidRating, 5 stars6 months ago
Catherine's place is Great! We have stayed there several times over many years and it is always great. Very convenient for visitors to the Mid Coast Region.
Guest favorite
Cottage in Woolwich
4.92 out of 5 average rating, 178 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

JulieRating, 5 stars6 months ago
What an amazing setting! Right on the water. We saw seals, osprey, and, we think, an eagle.Also the most beautiful sunrise. The house is cozy and comfortable and really really clean. We found everything we needed and some thoughtful extras. Tamara is an excellent host!

Beachfront home rentals with a pool

Top guest favorite
Apartment in Boothbay Harbor
5 out of 5 average rating, 32 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

HollyRating, 5 stars4 weeks ago
A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.
Cottage in Boothbay Harbor
4.8 out of 5 average rating, 5 reviews

Charming oceanfront cottage with resort amenities

JanetRating, 5 stars44 months ago
This charming cottage in a picture-perfect setting will take you back in time to Maine of the 1920’s. You can relax near the water on the dock, sit up on the deck and watch for bald eagles, tuck yourself away in the cozy, sheltered dining area on the porch, or relax by the fire in the living room. We can’t wait to go back!
Superhost
Home in Stonington
4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Janette Is pronounced as YanetteRating, 5 stars7 months ago
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.
Home in Tremont
5 out of 5 average rating, 7 reviews

Tremont, ME. Shorefront compound for 7-12

PamelaRating, 5 stars9 months ago
Three girlfriends and I stayed at Hillside for a week. The setting and location were absolutely beautiful. It was so quiet and peaceful and I loved walking the trail. The house was roomy and comfortable. We highly recommend!!
Guest favorite
Apartment in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars9 months ago
My husband and I, and our two pups had a fantastic time in the Carriage House for a week. Part of a breathtaking private/secret compound on the water…with the most incredible private tidal pool. The place is so authentic, which is what we love about staying in ME when we can escape. We were so blessed to find Margaret’s place last minute. Margaret’s mother, Sally, and her husband were in the main Kate’s house. So so sweet they were to us and our girls. A dog paradise. We are foodies. Plenty of good restaurants around - just a few minutes to the adorable village of Stonington. Around the corner is one of the best restaurants in the country - Aragosta. We can’t wait to return…hopefully, in the Fall. A trip we will always remember. Thank you, Margaret & Family.

Private beachfront home rentals

Guest favorite
Home in Phippsburg
4.98 out of 5 average rating, 83 reviews

Newly renovated 3BR house w/ stunning ocean views

CarolRating, 5 stars1 month ago
Jennifer was responsive and helpful. The house is great. It is the most well furnished home (I want that kitchen) we have rented, and my girlfriend group and I get away twice a year. Beautiful ocean view from two bedrooms, but easy walk to the beach. Cool to see two lighthouses in the distance and the gorgeous moon shining on the water. Very interesting shoreline, and also a nice walk to Fort Popham. Lots of room in this very comfortable air b and b, and that rain shower water spout in the downstairs bathroom is amazing. This nearby area is quintessential Maine.
Guest favorite
Home in Dedham
4.83 out of 5 average rating, 12 reviews

Beautiful Home on Phillips Lake - Near Acadia

ShyannRating, 5 stars6 months ago
This place is amazing! So cozy and so comfortable! The lake was beautiful and we made plenty of use of the fire pit and kayaks. Stephen was so kind and responsive and made asking questions easy. I would recommend this place to everyone!
Top guest favorite
Home in Searsport
4.98 out of 5 average rating, 48 reviews

Springtime fun at Heart Rock House w/beach access!

Jan ChristianRating, 5 stars3 months ago
The house is stunning. I stayed here for a work trip. The location and the ambience were perfect to get my work done. I wish I had more time to explore the beach area. But my booking coincided with a lovely snow fall. The house is very cozy. The hosts were very responsive to all of my questions. The interior decor is lovely. And I slept really well on the master bedroom bed. I’d love to know the brand the mattress is. Thank you so much. I look forward to returning on a leisure trip when the weather is warmer. But the snow is absolutely lovely.
Top guest favorite
Cottage in Tremont
5 out of 5 average rating, 22 reviews

Tidal Shores

MattRating, 5 stars6 months ago
Thank you Mary and Noel! We had a great week balanced between exploring Acadia and chilling on the porch watching the tide and the birds. It was exactly what we needed. The house had everything we needed including a well equipped kitchen, which we made lots of use of. Highly recommended.
Top guest favorite
Cottage in Lincolnville
4.95 out of 5 average rating, 41 reviews

Seafront Cottage with private beach

KateRating, 5 stars3 weeks ago
This was such a treasure of a stay and one of the best trips I've had in a long time, thanks to the joys of this beautiful home. It's located along the coast and near the adorable town of Camden, Maine, which we also fell in love with. As soon as you see this house, you will fall in love and walking in the front door to the view of the bay beyond the windows is an experience. The house had everything we needed and more, the beds were very comfortable, the fireplace was easy to use and such a treat, and the kitchen was well-stocked and more spacious than the photos make it seem. Tobias was a fantastic remote host, providing all sorts of recommendations and checking in to make sure we had everything we needed. They ensured our walk was shoveled immediately after a heavy snow and their family who owns the cooking school next door even offered us a tour during their off-season break. I cannot wait to come back with my mother and sisters.
Top guest favorite
Camper/RV in Ellsworth
4.99 out of 5 average rating, 89 reviews

C&H Lake View LLC

PaigeRating, 5 stars6 months ago
Very clean, nice lake view, and is close to Acadia. Wish we had more time here! Highly recommend :)
Superhost
Dome in Gouldsboro
4.88 out of 5 average rating, 8 reviews

"Kelp" Dome at Historic Waterfront Cannery Site

StefanieRating, 5 stars6 months ago
Very cool yurt on a kelp farm! Right on the water and the chairs overlooking the bay for the sunset was worth the couple nights in itself. Trey is there to meet you and show you around the property. There were also very friendly property dogs that loved to say hello! The bathroom and shower were in a separate building but was clean and just a few feet from the yurt. There were windows in the yurt that make for a nice breeze through the yurt. The kitchen amenities made making coffee and heating up food a breeze. The host had great information about trails in the area and food recommendations.
Guest favorite
Home in Deer Isle
4.9 out of 5 average rating, 10 reviews

Ocean Bluff - Oceanfront 4BR Sandy Beach + Sunsets

GregRating, 5 stars7 months ago
We just completed our second summer and are still in awe of everything this property has to offer. From the amenities inside to water accessibility, access to many fabulous restaurants, and complete silence from every corner of the property, this house on this island gives you everything you could ever hope for in a summer retreat. George is a fantastic host, extremely responsive, and always willing to help. The property is well-kept, and the house is clean and full of additional supplies. You can't look for much more than what this property offers.

Quick stats about beachfront rentals in Islesboro

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ404 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Islesboro
  6. Beachfront rentals