Picturesque Waterfront Setting in York Harbor, Maine
If privacy and comfort in a quintessential Maine seacoast setting is what you are looking for, then this is the place for you. A three bedroom, 2 ½ bath unit which is ½ of the first floor and the entire second floor of a two unit Cape Cod style building, with extraordinary water views. There is also plenty of room outside to play and relax. The view out the front door is York Harbor and the Atlantic Ocean. You might be tempted to prepare all of your meals in the large, fully equipped kitchen, but you don’t have to as the Dockside Restaurant is only a short walk away. The Deck at Dockside is the second dining option on site, a casual deck offering great food and drinks overlooking York Harbor.
•Large fully equipped kitchen with center island, granite counter tops, new appliances, dishes, pots, pans, utensils and cutlery. •Master bedroom – full bath, king bed and water view. •Washer/dryer.
To help you take full advantage of our waterfront location use of our 13' Boston Whaler outboard motor boat is included! Must be qualified to operate this boat.
A guest recently sent us this note: "We have been staying with you for several years now and always look forward to returning. The unmatched location, the comfortable accommodations with magnificent views, the very helpful and pleasant staff all are responsible for this. There is a lovely quality about the Dockside which reflects “old Maine” and we hope that never changes. It is comforting to return and find things as they were the last time we were there. So many places make drastic changes which often ruin their original true Maine character so we are always glad you haven’t done that. In this hectic and quickly changing world, it is nice to find some place upon which to depend. So as always, we had a great time and look forward to our next stay with you."
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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
About the area
York
Located in York, this holiday home is near a water park and on the waterfront. Market Square is a notable landmark, and the area's natural beauty can be seen at Long Sands Beach and Marginal Way. Water Country and York's Wild Kingdom are also worth visiting. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with mountain biking and cycling.
Wiggly Bridge and Steedman Woods - 14 min walk - 1.2 km
Old School House - 3 min drive - 2.2 km
Emerson Wilcox House Museum - 3 min drive - 2.2 km
York Harbor Beach - 4 min drive - 2.5 km
John Hancock Wharf - 4 min drive - 3.9 km
Getting around
Wells Regional Transportation Center - 21 min drive
Portsmouth, NH (PSM-Portsmouth Intl.) - 26 min drive
Restaurants
Anthony's Food Shop - 7 min drive
Greenleaves - 7 min drive
Cumberland Farms - 4 min drive
The York River Landing - 8 min drive
Ruby's Wood Grill - 7 min drive
Frequently asked questions
Is Picturesque Waterfront Setting in York Harbor, Maine pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Picturesque Waterfront Setting in York Harbor, Maine?
As of 14 May, 2026, prices found for a 1-night stay for 2 adults at Picturesque Waterfront Setting in York Harbor, Maine on 1 Sept, 2023 start from S$601, 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.
How much is parking at Picturesque Waterfront Setting in York Harbor, Maine?
On-site parking is available at the property.
What time is check-in at Picturesque Waterfront Setting in York Harbor, Maine?
Check-in begins at 4:00 PM.
What time is check-out at Picturesque Waterfront Setting in York Harbor, Maine?
Checkout is at 10:00 AM.
Where is Picturesque Waterfront Setting in York Harbor, Maine located?
Situated on the waterfront, this holiday home is within a 15-minute walk of Wiggly Bridge and Steedman Woods and Sayward-Wheeler House Museum. John Hancock Wharf and George Marshall Store Gallery are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
My family had a great time staying here. House was very spacious and clean with amazing view from back deck. Lots of beautiful walks and places to fish. Close to nice restaurants and shopping.
Dermot R.
Stayed 7 nights in Jul 2021
Response from VrboOwner on 26 Jul, 2023
I am so pleased that you had a great time in the Captain's Quarters.
I hope you will return soon!
We just wrapped up a perfect weeklong vacation at the Captain’s Quarters. The home was spotless, quiet, comfortable and even nicer than the photos. Beautiful view, peaceful, but just a few minutes from restaurants etc.
We had almost no issues. One day we contacted the front desk about an issue with our television and they brought a new
TV the next day. Very responsive and helpful!
We can’t wait to return again next year! We made so many beautiful memories at the house.
Emily W.
Stayed 7 nights in Aug 2019
Response from VrboOwner on 26 Jul, 2023
Thanks Emily, We are so glad you and your family had a great time.
It really is a great place.
We look forward to you returning soon.
Listing is as described. We didn’t mind sharing the yard with other guests as most folks keep to themselves. This is the authentic experience in Maine. York Harbor is very quaint and very quiet with upscale sights and destinations all around. We lucked out with fantastic end of summer weather too.
This cottage is just perfect! Well appointed, clean and comfortable. The pictures don’t do it justice. The location is breathtaking. Quiet and isolated but access to Dockside is a nice plus.
Ellen C.
Stayed 7 nights in Aug 2020
Archival
10/10 Excellent
Ron W.
17 Aug, 2016
Quite and private, great location, great views.
We did a four week rental at the Dockside-Captain's Quarters and had a truly enjoyable time. The house is quiet and private and has great views of the ocean and harbor entrance. Dockside is a great location for exploring the south coast of Maine. York Harbor is a lovely village with beautiful homes, great restaurants and bars, and Ogunquit and Kennebunkport are a short drive away. This is a large, three bedroom house suitable for a family or a couple of close friends. The innkeepers, Eric and Carol, and their staff, are all very friendly and accommodating. Dockside provides a really nice marina and a very good restaurant. While the Captain's Quarters has a wonderful, large deck, I would recommend taking the time to go up to the Maine House and sit out on the front porch. I have found few things more relaxing and enjoyable than sitting on this porch in the afternoon [with a tall rum drink] and watching the boats coming and going from the harbor. If you are looking for a large house on coast of Maine with a great location and great views, then this is the place.
Ron W.
Archival
10/10 Excellent
30 Sept, 2015
Captain Quarters big house
Our stay was a memorable stay in a beautiful house overlooking the bay.
It had all the amenities one could want, very comfortable and clean .
Thank you dockside
Archival
10/10 Excellent
Gerry Z.
19 Aug, 2015
Perfect for Extend Family Escapes
My wife and I discovered the Dockside in the late 90's and enjoyed escaping there even in the late fall, for some rooms not only have great views but fireplaces as well. Once my wife passed, my family started sharing the Dockside and the Captain's Quarters, which has room enough for our nine. With three sleeping quarters, my two children's families each have a room of their own, and I get to escape to a wonderful master bedroom. We love the place so much that this year my daughter's family flew in from Texas and my son's drove in from Western New York. Eric, Carol, and their staff make the Dockside a perfect family escape, and you couldn't ask for more family friendly accommodations than the Captain's Quarters. We only wish we could come more often.
Gerry Z.
Archival
10/10 Excellent
18 Apr, 2015
A Perfect Family Vacation
Finding the perfect vacation spot for a family of 15 isn't easy, however, the Captain's Quarters at Dockside is the perfect solution. We have been renting the Captain's Quarters along with the adjoining suites for many years. The view is breathtaking, the accommodations are inviting, comfortable and clean. The privacy offered in that particular setting is unparalleled and the lawn and surrounding grounds offer so much for our children & grandchildren. The innkeepers are perfect hosts and are always available to answer questions and provide local information, as well as great stories about living on the coast of Maine. If you choose the breakfast package, the homemade muffins, quiche, fruit etc are delicious and eating on the grand porch of the main house offers phenomenal views of the York River and harbor. Eating in is easy as the kitchen has everything needed for preparing casual family dining including an outdoor grill. Enjoy falling asleep to the sound of the changing tides and awaken to a gorgeous sunrise! A perfect family vacation!
Archival
10/10 Excellent
21 Mar, 2015
A Fabulous Place for Family Vacation!
We rented the Captains Quarters for an intergenerational vacation of grandparents, parents and children. What a Find! Ample space(3 bedrooms) with a stunningly gorgeous view of the river. The Quarters were nicely furnished with a full kitchen and cooking equipment and a washer dryer. No need to go out for meals unless you want to. Also an outdoor grill for cookouts.
We took advantage of their boat rental for a wonderful day. Eric was terrific suggesting where to go on the river and ocean. They also provided beach chairs. Badmitten and shuffleboard for the kids. Kayaking available in walking distance. Beach a short drive.
Our one week vacation last year was so successful that we reserved for two weeks this summer!
Archival
10/10 Excellent
Michael F.
3 Aug, 2012
Travelling Texan
Dockside is a great place; its pictures don't do it justice. The setting, with its water views, is outstanding. The location is peaceful and quiet, yet it is close to many activities. The rooms are well appointed and clean, and the food at both the Inn breakfast and the onsite restaurant is excellent. the staff is very friendly and helpful.
My wife and I have stayed at Dockside the last two years (just the two of us) and were joined this year for part of the stay by our immediate family (all 19 of us). Dockside worked for us for both the large group and as a couple. The larger group enjoyed activities such as the nearby beaches, sightseeing, kayaking and especially some competitive shuffleboard games onsite. The Captain's Quarters served very well as a gathering spot for family dinners and games. The BBQ grill was a little rickety, but the staff quickly repaired it for our use. The Inn breakfast also served as an impromptu gathering place for family chats. My 7 year old granddaughter best summed up our feelings about Dockside when, on departure morning she said to me " Papa, I don't want to leave this place".
Michael F.
Archival
10/10 Excellent
Michael F.
3 Aug, 2012
Travelling Texan
Dockside is a great place; its pictures don't do it justice. The setting, with its water views, is outstanding. The location is peaceful and quiet, yet it is close to many activities. The rooms are well appointed and clean, and the food at both the Inn breakfast and the onsite restaurant is excellent. The staff is very friendly and helpful.
My wife and I have stayed at Dockside the last two years (just the two of us) and were joined this year for part of the stay by our immediate family (all 19 of us). Dockside worked for us for both the large group and as a couple. The larger group enjoyed activities such as the nearby beaches, sightseeing, kayaking and especially some competitive shuffleboard games onsite. The Captain's Quarters served very well as a gathering spot for family dinners and games. The BBQ grill was a little rickety, but the staff quickly repaired it for our use. The Inn breakfast also served as an impromptu gathering place for family chats. My 7 year old granddaughter best summed up our feelings about Dockside when, on departure morning, she said to me " Papa, I don't want to leave this place".
Michael F.
Archival
10/10 Excellent
Lynn M.
28 Jul, 2011
Home away from home in gorgous waterside setting
Our family of 6 enjoyed a wonderful week stay in this house two years in a row. Two large bedrooms are upstairs with a full bath in between; a huge master bedroom with sitting area and a full bath is downstairs. A half bath is off the entry way.
We loved sitting on the porch and watching the lobsterboats go by. A green lawn rolls down to the edge of the sea and gave our grandchildren a great place to play.
The Dockside also has a restaurant which offers seafood, steaks, and other selections - excellent cuisine and open for lunch and dinner on most days.
With the perfect setting, spacious house, and restaurant it provided us a perfect vacation. Highly recommended!
Lynn M.
Response from VrboOwner on 26 Jul, 2023
We are so glad that you enjoyed your visit to the Dockside again. We certainly enjoy having you here and look forward to your return.
Best wishes,
Eric Lusty
Innkeeper
About the host
Hosted by Dockside Reservations
The Captain's Quarters is a part of the Dockside Guest Quarters, a 25 room inn. There is also an excellent restaurant and bar on site as well - Dockside Restaurant and The Deck. This beautiful facility occupies Harris Island in York Harbor with water views from every direction.
Why they chose this property
Southern coastal Maine is truly a special place. The Captain's Quarters is uniquely located so that you can take advantage of all our area has to offer. A well appointed home with large lawns overlooking the ocean. Hard to ask for more. In addition there are two restaurants on site. Also, a full time staff to assist you with planning your time here or should you require assistance of any kind. You have the privacy and independence of a house yet the support and amenities of our small resort.
What makes this property unique
Escape from the hustle and bustle of everyday life at our waterfront cottage overlooking York Harbor and the ocean beyond. Our beautiful home is conveniently located and features unobstructed water views. Relax in comfort on our large property or take our 13' Boston Whaler outboard motorboat out for a ride on the gorgeous harbor waters (prior training necessary to operate). Prepare a meal for yourself in the full sized kitchen area or stop into either of the two on property dining options - the Dockside Restaurant or The Deck for delicious food and breathtaking views.