Condo

Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

Photo gallery for Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

A living room with a sectional sofa, a fireplace, and large windows overlooking a body of water.
A wooden deck with green chairs and a table, overlooking a calm body of water and a dock area.
A kitchen with wooden cabinets, stainless steel appliances, and a wooden countertop.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with bar stools.
A building with a sign that reads "Back Door College Hotel."

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Boothbay Harbor Marina
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Heated Pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Boothbay Harbor, ME
  • Place, Boothbay Harbor Marina
    ‪2 min walk‬
  • Place, Opera House at Boothbay Harbor
    ‪3 min walk‬
  • Place, Burnt Island Living Lighthouse
    ‪3 min walk‬
  • Airport, Rockland, ME (RKD-Knox County Regional)
    ‪61 min drive‬

Where you'll sleep

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Twin Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

Portside is a luxury condo with the charm of a cottage on the ground floor of the 3-unit Back Bay Cottage, built in 2006. We have 2 bedrooms (each with a king bed), plus a den with a trundle bed, so we can accommodate up to 6 people.

We are next to the Chowder House and kayak and bike rentals and just one block from the footbridge. The cottage is in the heart of the harbor and yet you will find tranquility and privacy inside. Over thirty coffee shops and restaurants and numerous shops are within an easy walking distance, including many places open year round.

Portside shares a dock and float with the other two Back Bay Cottage units and has its own deck on the water’s edge. Comforts include state-of-the-art kitchen and appliances, gas fireplace, gas grill, flat screen TVs, a wine cooler, Wi-Fi and free reserved parking. All linens, towels and basic condiments provided.

Please ask about our website for more details on Back Bay Cottage, information on the history of the Boothbay Region, restaurant, shopping & entertainment recommendations, information on activities in the region, including walks right from our door, scenic drives, boat trips & day trips, practical information that may be useful during your stay, and much more!

Keywords: condo
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 371985
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Boothbay Harbor

Located in Boothbay Harbor, this condo is in the city center and on the waterfront. Opera House at Boothbay Harbor and Boothbay Region Historical Society Museum are local landmarks, and some of the area's activities can be experienced at Boothbay Region Land Trust and Boothbay Harbor Marina. Maine State Aquarium and Coastal Maine Botanical Gardens are also worth visiting. Discover the area's water adventures with kayaking and motor boating nearby, or enjoy the great outdoors with hiking and cycling.
Map
Boothbay Harbor, ME

What's nearby

  • Boothbay Harbor Marina - 2 min walk - 0.2 km
  • Boothbay Harbor Memorial Library - 2 min walk - 0.2 km
  • Opera House at Boothbay Harbor - 3 min walk - 0.3 km
  • Burnt Island Living Lighthouse - 3 min walk - 0.3 km
  • Barrett Park - 13 min walk - 1.1 km

Getting around

  • Brunswick Station - 46 min drive
  • Wiscasset, ME (ISS) - 26 min drive

Restaurants

  • ‪Coastal Maine Botanical Gardens - ‬7 min drive
  • ‪Circle K - ‬15 min walk
  • ‪Kitchen Garden Cafe - ‬7 min drive
  • ‪Boothbay Lobster Wharf - ‬11 min walk
  • ‪Tugboat Inn - ‬6 min walk

Frequently asked questions

Does Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor have a pool?

Yes, this property has an indoor pool. Pool types include heated pools.

How much does it cost to stay at Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor?

As of Sep 26, 2026, prices found for a 1-night stay for 2 adults at Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor on Jan 3, 2027 start from $420, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor?

Check-in begins at 4:00 PM.

What time is check-out at Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor?

Check-out is at 11:00 AM.

Where is Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor located?

Located in the heart of Boothbay Harbor, this condo building is steps from Boothbay Harbor Marina and Boothbay Harbor Memorial Library. Opera House at Boothbay Harbor and Burnt Island Living Lighthouse are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 76 out of 77 reviews
Rating 8 - Good. 1 out of 77 reviews
Rating 6 - Okay. 0 out of 77 reviews
Rating 4 - Poor. 0 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We’ve stayed here for several years now and love it every time. This year was perfect as always.
Stayed 6 nights in Aug 2026
Response from VrboOwner on Aug 24, 2026
I'm so glad you were able to get back this year (though sad your parents couldn't join)!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Abby was a great host who would immediately return emails. Great property and clean.
Stayed 3 nights in Aug 2026
Response from VrboOwner on Aug 25, 2026
Bob, thank you for your kind review. Please do visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, beautiful home. Everything you could possibly need. We hope to come again.
Stayed 7 nights in Jul 2026
Response from VrboOwner on Jul 27, 2026
Thank you, Paula! Please do visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible property in the heart of Boothbay. There really isn't another property like this in the area given its waterfront location in downtown Boothbay. The property was clean with a gorgeous kitchen that was perfect for our family. Abby was excellent and very responsive. Could not recommend this property enough, one of my favorite properties I have had the pleasure of staying.
Stayed 4 nights in Jun 2026
Response from VrboOwner on Jun 16, 2026
I'm so glad you and your family enjoyed your stay! Please visit again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location
The host was very good at sharing information and making sure all of our needs (and a few wants) were met. The place is truly a gem that I would happily return to.
Stayed 3 nights in Nov 2025
Response from VrboOwner on Nov 24, 2025
Thank you, Katherine! Please do visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Vacation in a Long Time !!

Place was great, the weather was perfect and it was the best vacation we had in a long time. Looking forward to coming back.
Stayed 7 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Always great place

Beautiful view
Stayed 3 nights in Nov 2024
Response from VrboOwner on Nov 11, 2024
Glad you enjoyed (again)!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Fun

Our family LOVED our cottage. We loved how close it was to the pier and restaurants. The view was amazing.
Stayed 7 nights in Jun 2025
Response from VrboOwner on Jun 14, 2025
Krissy, I’m thrilled you all enjoyed! Please visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome stay

Great!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great, just as advertised. Walkable to great restaurants, interesting shops, and picturesque foot bridge. Condo was very comfortable.
Stayed 5 nights in Sep 2025
Response from VrboOwner on Sep 28, 2025
So glad you enjoyed!! Please visit again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Portside is superbly well appointed, with everything you need to make your stay comfortable, from plush towels to a fully stocked kitchen (there are even spices for cooking!), to travel-size cosmetics to cover anything you forgot. It was immaculately clean and there is plenty of space to bring your own items (the pantry is wonderful!). The location can't be beat—everything in Boothbay Harbor is within walking distance: shops, restaurants, galleries, even boat tours. The view of the harbor from the deck and the dock is fantastic! The AC kept us cool during a very hot week in July. There is so much to do nearby: swim in Barrett's Park or tour the beautiful Coastal Maine Botanical Gardens. We had a fantastic week and can't wait to return! (photos show botanical gardens and puffins from a Cap'n Fish's boat tour)
Stayed 7 nights in Jul 2026
Response from VrboOwner on Aug 18, 2026
William, I'm so glad you had a nice stay! And that you found Barrett's Park - one of my favorite spots too! Please do visit again soon!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful 2nd stay

Trip to celebrate husband's birthday. Abby's home is perfect for us, we plan to return.
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location

Above expectations , location was quiet and beautiful. Parking easy. Took every opportunity to just relax on the deck Hopeful for a return stay!
Stayed 6 nights in May 2023
Response from VrboOwner on May 22, 2023
So glad you enjoyed!! And wonderful to meet you (unexpectedly!) Please do visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at Back Bay Cottage, Portside was amazing! Working with Abby was great and she was so helpful with questions and took care of everything down to the smallest detail. The cottage is stunning and we did not want to leave. The scenery and comfy interior provided the quiet calm we needed for this visit. Thank you so much! Can't wait to come when the temps are a bit warmer!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Waterfront fun

This condo is beautiful and perfectly located. Everything is thoughtfully placed for a short-term guest to enjoy.
Stayed 4 nights in Jun 2022
Response from VrboOwner on Jul 2, 2022
Thank you, Nancy! Please visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best location !

Portside was the best location we have ever stayed in Boothbay...We were three generations ages 25 thru 80...it was so quiet yet right in town...so close to our favorite bar NEAT...the house is well equipped with everything you may need from breakfast to dinner..beds extremely comfortable ...Was so nice to just sit on the deck or dock and just relax...we will definitely be back
Stayed 6 nights in May 2025
Response from VrboOwner on May 30, 2025
Christine, thank you for your kind review and I'm so thrilled that you enjoyed your time at Portside. Please do visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

5 Stars

Highly recommend this condo/ house. Plenty of space , well appointed and best location. 7 trips to BoothBay Harbor and this is my favorite place to stay. Abby is a really good host who has thought of everything !
Stayed 13 nights in Jun 2025
Response from VrboOwner on Jul 15, 2025
Thanks so much--please visit again soon!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

beautiful stay in Boothbay Harbor

The property was exactly as advertised, and working with the property owner was easy and pleasant! We could not have asked for a better spot in Boothbay Harbor- close to everything but extremely private and peaceful!! We will be back!!
Stayed 4 nights in Nov 2020
Response from VrboOwner on Nov 16, 2020
Please do visit again soon! So glad you enjoyed your stay and tat we were able to meet in person!! Abby
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely spectacular. Cannot imagine a better property in the area. Abby very helpful and communicative. Highly recommend.
Stayed 3 nights in Jul 2025
Response from VrboOwner on Jul 30, 2025
I'm so glad you all enjoyed your time in Boothbay!! Please visit again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I instantly fell in love with the cottage! Its charm is top notch and it has great views of the bay. My husband and I, as well as our friends, all felt right at home. Our parking spot was big enough for my husband's truck which we didn't need to use much because the cottage is within walking distance to all of the great restaurants and super cute stores!
Stayed 3 nights in Oct 2025
Response from VrboOwner on Oct 27, 2025
Tracy, I'm thrilled you enjoyed your stay! Please visit again soon!
Archival

10/10 Excellent

Great family stay

My wife and I stayed in this lovely, well appointed and conveniently located condo with our two year old son and my parents. Everyone had plenty of room. The place offered a great combination of classic style and quaintness appropriate for the location while still offering the amenities and comfort of a modern home.
Response from VrboOwner on Jun 9, 2020
John, I'm so glad you and your family enjoyed your stay! I hope to see you back again soon! Abby
Verified review

10/10 Excellent

A+

I do not normally write reviews but this place was first class all the way. Location was great as there was a lot to do in the immediate area. The view from the desk was great.
Stayed 7 nights in Aug 2018
Response from VrboOwner on Mar 27, 2020
Thank you, Ron! So glad you enjoyed!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful weekend

My elderly mother and I enjoyed a wonderful stay at the Back Bay Cottage - Portside. Mom did needlework, read and enjoyed the view and being right on the water(!). I was able to easily explore all that Boothbay Harbor has to offer, all within walking distance. We loved it so much that we reserved a weekend in May in 2023.
Stayed 4 nights in May 2022
Response from VrboOwner on Jun 1, 2022
Ann, I'm so glad you enjoyed and have already booked to come back next year!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular!

What a spectacular experience! From communicating with Abby, who was kind, detailed, and responsive, to the actual accommodations, which were some of the nicest, most thoughtfully planned that we've ever stayed in, every part of this visit was outstanding! We can't wait to visit again and again!!
Stayed 7 nights in Jun 2024
Response from VrboOwner on Jul 3, 2024
Heather, thank you so much for your kind review. Please visit again soon and often!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best location

You cannot beat the location of this property. It is right in the town of Boothbay Harbor and also on the water. You can walk to restaurants, shops and tours. The host was very friendly and had so much helpful information for us. The home had everything we needed and more. We will come back and book this place again.
Stayed 2 nights in Aug 2022
Response from VrboOwner on Aug 24, 2022
Lynn, I'm thrilled you enjoyed and that you'll be back!! Thank you!

About the host

Hosted by Abby Gordon

Host profile image

Why they chose this property

Although I just purchased this home at the end of 2010, I have been vacationing in Boothbay my entire life (since the age of three weeks) and my family has been vacationing in the area since 1914, owning property in the region and spending summers here since the 1930s. Whether this is your first time in the region or you have been coming for years, I hope you enjoy your stay to the fullest and discover why this place is so special to me and my family.

What makes this property unique

**NOTE, FAMILY IS NOW RENTING OUR HOME IN BETHEL, MAINE FOR JUST A FEW WEEKS IN SUMMER AND A FEW WEEKS IN WINTER - SEE VRBO 2872347 - SLEEPS 8-10 IN 4 KING BEDROOMS, 3 LIVING AREAS PLUS LARGE DECK AND SCREEN HOUSE, HOT TUB!**

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