POSTED 07/19

Another great week

We came back to this property for another 8 nights after enjoying it so much last summer. The rental was perfect again. The setting is so relaxing and we love the quiet island, with the ability to go into Portland so easily. Jason has thought of everything a guest could need. We love GDI and hope to return next year.

POSTED 06/19

Maine retreat

We had a lovely three-night stay at The Woodbury. Communication with the manager was excellent, and everything was as advertised. Would absolutely recommend, and hope to come back soon.

POSTED 06/19

Perfect Getaway

We just had a most perfect getaway for my husband’s 60th birthday! My husband, daughters and 2 year old grandson spent a long weekend together at Woodbury Cottage. The cottage was the most well-appointed rentals I have ever been to. Every detail was attended to. The bedsheets were high quality & soft. The decor was super-cute. There was a beer cooler on the porch, 3 separate tables to gather around & eat at, plenty of utensils, dishes, pots/pans...there was even a huge basket of “supplies” in the bathroom for use by the renters. All-in-all, we had a beautiful time enjoying the view, the island and each other. Thank you for sharing your lovely cottage!

POSTED 08/2018

Overall, this property is well maintained and perfect for an escape from the city.

Overall, this property is well maintained and perfect for an escape from the city.

Owner was great to work with. They don’t allow cars on the island, so you need to either walk or use the golf cart (provided). Being on the ferry schedule was a challenge, but very easy to use and affordable. Neighbors are sweet, they invited us to watch an outdoor movie with them. The property is right on the water with a wonderful wrap around porch you can enjoy a cup of coffee or a glass of wine on. We want to come back and bring our boys for a getaway from all the noise of the city!

POSTED 08/2018

Beautiful island, beautiful house 

The house was very clean, organized, well decorated and cute. Beds were very comfortable. The porch is awesome with an unparalleled view of the boats, the osprey and Peaks Island. We played tennis and used the relaxing hammocks. The kitchen was well stocked and we had all the cookware we needed. The island is beautiful and you can walk to Little Diamond Island at low tide. Our teenagers loved jumping off the ferry dock. It was truly a perfect vacation.

POSTED 09/2017

Beautiful, quaint New England Island retreat.

Comfortable and fully stocked. The island is lovely and the views from the cottage are beautiful. We liked everything about the property. The comfort of the beds was outstanding. We rent homes all over the world and I have not had a good night sleep. However, thus cottage was different. We felt cozy, comfortable, pillows were amazing. I slept 9 hours every night. This never happens. I can't wait to go back.

POSTED 08/2017

Perfection

Beautiful cottage, gorgeous views. Couldn't have asked for a better place to relax for the week.

POSTED 07/2017

Relaxing, comfortable, beautiful location!

We very much enjoyed our week on Great Diamond. The ferry was convienient and we had a great mix of relaxation on the island, time in Portland, and a day in Acadia. Great property! Highly recommend.

POSTED 04/2017

The Woodbury Cottage couldn't have been more idyllic and relaxing. Visiting Maine during peak fall foliage has been a bucket list item for us, and I decided to surprise my husband with this mini vaca to celebrate our 15-year wedding anniversary. So glad I did! This home is a true gem and a must-do if you're visiting Portland. It's on an island (let me say that again...it's on an island!), oozing with New England charm, impeccably decorated, and just a short ferry ride to the mainland.

During our stay, the island was extremely quiet and peaceful since most things shut down by Columbus Day, but we welcomed that. We love the crisp, cool weather, and welcomed the chance to unplug. Although relaxed, this stay most definitely packed in the adventure. Everything was a first for us...first stay on an island, first ferry ride, first water taxi, first lobster boil...and we'll never forget it.

Every convenience had been thought of, and Jason (owner/manager) was so accommodating and helpful! He took the time to provide recommendations to try during our stay, including fresh lobster from a local fisherman and having groceries delivered by ferry. All necessary amenities were provided along with the basic pantry items for cooking.

When we return, we plan to go just before Columbus Day to take advantage of more shops and activities in Portland, but we were thrilled with our stay. The locals on Great Diamond Island were extremely kind and welcoming, and we just can't wait to go back.

Best. Trip. Ever.

POSTED 09/2016

Wonderful cottage with amazing views 

We just returned from a long Labor Day Weekend on Great Diamond Island - what a treat! This cottage is absolutely adorable and fully stocked with everything you can imagine - and so nice not to have to bring linens. Jason, the owner, is an incredible host who made us feel right at home with a lovely welcome basket filled with all kinds of treats. The view from the front porch is stunning and we so enjoyed watching all the activity on the water. We brought three teenagers who spent their days swimming, and playing basketball and tennis...they also took the ferry to Portland for one afternoon. We took Jason's advice and had lobsters delivered right to our door for our last evening on the Island. We would strongly recommend this cottage and hope to return next year! Truly a very special place.

POSTED 09/2016

 Amazing Cottage

I had such a good time at the Woodbury Cottage. It's a beautiful house, and was well equipped with everything we needed. I'd definitely recommend it to anyone!

POSTED 09/2016

Spent a week with a couple from the west coast visiting Maine for the first time. They occupied the upstairs suite as we referred to it , while my husband and I took the downstairs. Another couple visiting two nights occupied the third bedroom downstairs. Just note these rooms are aimed at the ' light traveler '. This is a true Maine style cottage. Very impressive homeowner and punctual in responding. Thankfully there was no TV so we watched the boat traffic all day. As two couples traveling from the DC and San Francisco areas, this was a real treat ! We parked our car for the week and rented a locally built 'Foggcraft' in Portland. Pack accordingly as there is no washer or dryer. Kitchen well stocked with spices , oils and wonderful lobster dinner accessories. Love the red plastic trays. Nice white fluffy towels . The " things I forgot " Basket came in handy as I forgot a lot. Great walking Island. So glad we didn't get kicked off and look forward to returning next year! It was perfect.

POSTED 08/2016

The best of everything

This was the perfect getaway for two families to relax and unwind with plenty of room for everyone...the kids commandeered the large upstairs room and couldn't have been happier. Our families took advantage of shell collecting, swimming, long walks, the beach on Long Island, and the restaurants in Portland, all just an easy walk or ferry ride away. Living car free made the vacation extra special and we look forward to returning. How lucky for us that the thoughtful and attentive owners are willing to share the Woodbury Cottage through VRBO!

POSTED 08/2016

idyllic island get away spot

We had a wonderful stay at the Woodbury cottage this summer. The property is peaceful and beautiful, with a lovely porch overlooking the water, where we had dinner each night watching the boats go by. I've rented several different homes in Casco Bay and the Woodbury Cottage had the best amenities by far! The kitchen has all the tools you need to cook and entertain, along with a fully stocked pantry of cooking essentials (which is very helpful when you're bringing a week's worth of groceries out on the ferry boat - no need to bring a bottle of olive oil, ketchup, mustard etc). Each corner of the house was comfy + cozy, showers were great with lovely towels and linens. The owners were gracious, quick and easy to communicate with - a great experience over all.

POSTED 02/2016

Not only is this house and property charming, clean and neat, it is really the thought, effort and hospitality that go into guests’ stays that make this property truly exceptional. We rented last year and had an amazing time. There was a gift basket waiting for us with Maine specific products. The house was immaculately clean upon our arrival as well. There was also a basket of travel items in the bathroom in case we had forgot to pack anything. We were planning on returning this year anyways, but the owners reached out to us to let us know that the same week we rented last year was still available this year and wanted to know if they should hold it for us. The personal invitation back was just very special and much appreciated. Can’t wait to get back there this summer!

Recommended for: Sightseeing, Girls Getaway, Tourists without a Car, Adventure Seekers, Romantic Getaway.

POSTED 09/2015

Maine in the summer is pure magic, and I cannot think of a better place to enjoy a late summer family getaway than the Woodbury Cottage. Just a short ferry ride from Portland, you can enjoy total isolation at the cottage or all that the Maine city has to offer. It is the best of both worlds. The cottage is cute and private. It is decorated tastefully in a minimalist New England style. It is very comfortable place to decompress and relax. The home is devoid of the usual tacky second hand furniture and linens found in other rentals. The location (in the woods overlooking the water) and amenities on the Island (sandy beach, wooded areas, and friendly Mainers) offer a unique and relaxed setting. I have a six year old child and she really enjoyed the surrounding woods, coastline and wildlife of the island. It was very refreshing from the confines of NYC. Together we saw deer, osprey, snakes, grasshoppers and whole host of other critters from the sea. In the evenings, we dined on local fare and played the various board games in the rental owner’s provide collection. One small bit of advice is to plan in advance for groceries and getting your stuff (luggage and provisions) to the cottage. It is off a bit from the ferry (3-5 minute walk) and it is not an easy hike with children, provisions and baggage. Final note of endorsement is we are playing to rent this location again next summer.

Recommended for: Families with Young Children, Pet-friendly, Sightseeing, Tourists without a Car, Romantic Getaway.

POSTED 08/2015

My wife and I and our children stayed in the Woodbury for a week. The location of this cottage could not have been better. It is on a bluff over Casco Bay with magnificent, unobstructed views. One of my friends who visited us commented that she had never seen a house where the owner had been so thoughtful about supplying everything that we might have needed. The kitchen was well equipped and the owner provided a basket of personal items (shampoo, toothpaste, etc) in case we had forgotten anything. 

Recommended for: Families with Young Children, Pet-friendly, Sightseeing, Girls Getaway, Tourists without a Car, Age 55+, Romantic Getaway, Families with Teenagers.

POSTED 06/2015

We rented this house last summer. Quiet cabin in the woods! The views were incredible! It is a very nice clean and simple house. We have rented other houses through VRBO that are junked up with trinkets and this one definitely wasn’t. The owners were great about communicating things we might need and what the house already had—i.e. mentioned the tennis courts to bring our rackets, but was very thorough with what the kitchen had so we didn’t have to carry as much on the ferry. We would totally rent this house again—and probably will this year if our schedules line up!

POSTED 06/2015

We rented this house last year at the last minute. A few families that we knew were renting other houses on the island and we wanted to tag along, but there were no open rentals on the island. By word of mouth, we were put in contact with the owners who graciously agreed to rent to us. It is such an amazing retreat! It was perfect for us. We were able to get up in the morning, enjoy some quiet down time. We would have breakfast on the porch, enjoy our coffee and watch the boats go by. After that we would meet up with our friends and enjoy the island. Having the restaurant on the island was a huge bonus. We are so grateful that the owner shared their house with us! We are definitely going to go back this year!