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
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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 4 Apr, 2026, prices found for a 1-night stay for 2 adults at Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor on 4 Apr, 2026 start from S$379, 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 at Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor?
On-site 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?
Checkout 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 away 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 labelled.
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!
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.
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!
Tracy R.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 27 Oct, 2025
Tracy, I'm thrilled you enjoyed your stay! Please visit again soon!
We were so impressed with the in-town location (truly walk to restaurants and shops) while also being literally on the water! The deck and dock were a dream to sit outside and have our morning coffee and evening wine.The home is pristine with a well-stocked kitchen and comfortable beds.Abby was a wonderful host, providing a wealth of information ahead of our arrival. We were impressed by her thoughtful welcome basket of local wine and blueberry jam (and the invitation to get a a tin of our favorite flavor of Coastal Maine Popcorn).We would absolutely return to the beautiful condo again!
Jodi J.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 15 Oct, 2025
I'm thrilled you enjoyed your stay! Thank you for your kind words. Please do visit again soon!
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 !
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
Christine T.
Stayed 6 nights in May 2025
Response from VrboOwner on 30 May, 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!
This is one of those reviews that I almost hate to leave because the selfish part of me doesn’t want too many people to find out about this amazing place! There is nothing that is not incredible about the condo, view, setup, location. Wow.
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!!
Mary Anne F.
Stayed 4 nights in Nov 2020
Response from VrboOwner on 16 Nov, 2020
Please do visit again soon! So glad you enjoyed your stay and tat we were able to meet in person!!
Abby
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!!
Heather I.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 3 Jul, 2024
Heather, thank you so much for your kind review. Please visit again soon and often!!
Archival
10/10 Excellent
John R.
27 Jun, 2014
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.
John R.
Response from VrboOwner on 9 Jun, 2020
John,
I'm so glad you and your family enjoyed your stay! I hope to see you back again soon!
Abby
Verified
10/10 Excellent
Ron S.
20 Sept, 2018
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.
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.
Ann L.
Stayed 4 nights in May 2022
Response from VrboOwner on 1 Jun, 2022
Ann, I'm so glad you enjoyed and have already booked to come back next year!!!
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.
Lynn L.
Stayed 2 nights in Aug 2022
Response from VrboOwner on 24 Aug, 2022
Lynn, I'm thrilled you enjoyed and that you'll be back!! Thank you!
The location of the property could not have been better. Right in the middle of Boothbay within walking distance to all the amenities. The condo was very clean and cozy with comfortable beds and a very well equipped kitchen.
The back patio and floating dock made for a great place to relax and enjoy the harbor atmosphere.
Will definitely be back next time we visit Boothbay.
Justin A.
Stayed 7 nights in May 2023
Response from VrboOwner on 30 May, 2023
Justin, I'm thrilled you and your group enjoyed! Please visit again soon!
Our stay was just perfect! Abby was so helpful and quick to respond to questions. The home is beautiful, comfortable and very clean. You can't beat the water view and location to town - a real gem. We loved everything about this lovely home, especially Abby’s kindness and attentiveness to details. Can't wait to return.
Katie M.
Stayed 3 nights in Feb 2021
Response from VrboOwner on 12 Mar, 2021
Katie, I'm so glad you enjoyed your stay! Please do come bak and visit again soon!!
About the host
Hosted by Abby Gordon
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!**