The Captain York House

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Entire home

Front porch with ocean and sunset views.

Overview
Amenities
Policies
Location
Host

7 bedrooms7 bathroomsSleeps 14279 sq m

Popular amenities

Kitchen

Washer

Dryer

Air conditioning

Outdoor space

Ocean view

Enjoy the area

Bailey Island, ME

Casco Bay1 min walk
Bailey Island Bridge5 min walk
Land's End Gift Shop3 min drive
Portland, ME (PWM-Portland Intl. Jetport)58 min drive

Rooms & beds

7 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed and 1 Double Bed

Bedroom 4

2 Single Beds

Bedroom 5

1 King Bed

Bedroom 6

1 Single Bunk Bed

Bedroom 7

1 Queen Bed

7 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet · Shower only

Bathroom 5

Bathtub or shower · Toilet

Bathroom 6

Bathtub or shower · Toilet

Bathroom 7

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Kitchenette

Separate dining area

Garden

Dining Area

About this property

The Historic Captain York House in a unique New England home that was originally one home built along side another. This allows for the house to split into a duplex. The historic Captain York House has been on Bailey Island for more than 100 years. It is a 7 bedroom, 7 bathroom house that can accommodate families of up to 15. This house provides a great home base for exploring Bailey Island and the surrounding coastal areas. With 7 bedrooms and 7 baths everyone has their own area! Beds include: two king, two queen, one full trundle with twin, twin bunk beds, and two twins. Sheets, linens and towels included in linen closet. We have board games throughout the house and a mini foosball, ping-pong, air-hockey, pool table. There are many outdoor activities on and within a short drive, including; beaches, boating, kayaking, hiking trails, Bailey Island General Store, Land's End Gift Shop, Cook's Lobster and Ale House, and Morse's Cribstone Restaurant on the island (with both restaurants in walking distance). Come explore, relax and enjoy the Maine coast!

Property manager

Brianna Branch

Amenities

Kitchen

Washer

Dryer

Air conditioning

Outdoor space

Ocean view

Kitchen

Washer

Dryer

Free WiFi

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

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 and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Bailey Island

Located in Bailey Island, this holiday home is by the sea. LL Bean Flagship Store and Maine Street are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Casco Bay and Ragged Island. Travelling with kids? Consider Paddleworks and Land's End Gift Shop. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Bailey Island, ME

What's nearby

Casco Bay - 1 min walk
Bailey Island Bridge - 5 min walk
Cobwork Bridge - 6 min walk
Paddleworks - 3 min drive
Land's End Gift Shop - 3 min drive

Getting around

Brunswick Maine Street Station - 25 min drive
Portland, ME (PWM-Portland Intl. Jetport) - 59 min drive

Restaurants

Dolphin Marina and Restaurant - 34 min drive
Cook's Lobster House - 8 min walk
Erica's Seafood - 33 min drive
Sundrenched - 5 min walk
Allen's Seafood - 21 min drive

Frequently asked questions

Is The Captain York House pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Captain York House ?

Check-in begins at 3:00 PM.

What time is check-out at The Captain York House ?

Checkout is at 10:00 AM.

Where is The Captain York House located?

This family-friendly Bailey Island holiday home is located by the sea, within a 5-minute walk of Casco Bay and Bailey Island Bridge. Paddleworks and Cobwork Bridge are also within 2 miles (3 km).

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.2/10

Cleanliness

9.6/10

Check-in

9.2/10

Communication

10/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Jeff W.

4 August 2023

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

Great location

We had 3 families, so the separation of space was great. One suggestion would be to include soap and shampoo in the bathrooms. Air conditioning was nice to have. Kids loved the game room.

Stayed 7 nights in Jul 2023

10/10 Excellent

Julee H.

2 July 2023

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

Fantastic week on Bailey Island

Brianna’s Bailey Island house is spacious, beautiful, and charmingly historic; yet it has been updated to have all of the modern conveniences. Our group had four couples and four very young children. We all had our own spaces and never felt crowded. It is very kid friendly. The kitchen is extremely well supplied and had everything we needed during our stay. There are seven full bathrooms and tons of towels and bed linens. We enjoyed sitting on the spacious porch and strolling down the street to Cook’s Lobster and Ale House to eat or view the boats and shoreline. There were even delicious ripe strawberries in the flower bed! This house is a wonderful jumping off place for the Botanical Garden at Booth Bay, ferry boats to Monhegan island, day trips to Portland and Freeport, and many walking trails. The last afternoon we took a two hour schooner sailing trip in the bay near Cook’s dock. I highly recommend that! Thank you, Brianna, for being such a responsive and helpful host. We all agree that we want to return in the future.

Stayed 7 nights in Jun 2023

8/10 Good

Addy S.

23 September 2022

Liked: Check-in, communication, location, listing accuracy

Beautiful location

House is beautiful and spacious I left a message to talk to property manager for a callback

Stayed 4 nights in Sep 2022

10/10 Excellent

DIANA B.

27 August 2022

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

Family reunion

We stayed in this house for a recent family get together and had an amazing time. The home is conveniently located walking distance to a few restaurants, the cribstone Bridge, and is a walk or short drive away from a small and beautiful beach. There was so much the island offered, and the liason was ideal. The property has a yard and nice deck space for spending time outdoors. The home has a unique layout that allowed for space for kids to play. Home was equipped with kids games, puzzles, and books for kids and adults.

Stayed 7 nights in Aug 2022

8/10 Good

Josh E.

15 August 2022

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

Vintage New England Great Location

Great house and location for an extended family location on beautiful Bailey Island. The house is older but we viewed it as a vintage, classic house that slept 14 comfortably. We did have some problems with the air conditioning- it was really hot, but we managed. We also had trouble with the oven and while we were able to communicate it to the owners, we did not get it resolved, which was disappointing. There was a small kitchenette in the guest portion of the house with a fridge and small stove, but it was difficult cooking for 14. We also found the tv/dvd player in the basement didn’t work, so we didn’t have that as an option for the kids but we were out exploring most of the week, so not a big deal. I would imagine the owners will have some of the appliances updated and working well for future guests. Despite some of the issues with the appliances, the house was spacious, had a nice deck and patio, a great yard and a great location.

Stayed 7 nights in Aug 2022

About the host

Hosted by Brianna Branch

My family and I love to travel. I believe the best way to feel at home is to stay in a home. I hope travelers enjoy our home and their time in Maine as much as we do.

Why they chose this property

The Captain York House is spacious and has beautiful ocean and sunset views. I have traveled to Bailey Island every year since I was a child. My dream was to someday have a house on the island. The peace and tranquility of the island stays with me year round and draws me back to my home.

What makes this property unique

There are three living areas to provide space and privacy to multiple guests. There are many areas for families to have their own space including two living rooms, a recreational room w mini game table, two laundry rooms, a nice deck and big yard, and kitchen. Three bedrooms have en suite bathrooms.
Everything you need for a perfect vacation can be found within a few miles walking distance and on the island. There is a small general store, a wonderful restaurant serving the freshest seafood (just down the street, Cook's Lobster and Ale House), kids menu as well as inland specialties. There are multiple free beach access points, hiking trails, kayak rentals and lessons, a ferry cruise as well as private charters. Bailey Island also encompasses a unique gift shop at the end of the island, rock climbing at the giant stairs and wonderful open ocean views and sunsets abound.

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