See all properties
Entire home·Private host

Beautifully landscaped, Spacious home, conveniently located in Harpswell

Choose dates to view prices

Photo gallery for Beautifully landscaped, Spacious home, conveniently located in Harpswell

Exterior
TV, fireplace
Fridge, microwave, oven, stovetop
Outdoor dining
Interior

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 6143 sq m

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Barbecue grill
  • Kitchen

Explore the area

View in a map
Bailey Island, ME
  • Casco Bay
    ‪1 min walk‬
  • Cobwork Bridge
    ‪8 min walk‬
  • Bailey Island Bridge
    ‪10 min walk‬
  • Portland, ME (PWM-Portland Intl. Jetport)
    ‪73 min drive‬

Room options

Similar properties

Interior

Orchid Harbor, Bailey Island 3BR

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
5.0 out of 5, Exceptional, 4 reviews
Orchid Harbor, Bailey Island 3BR

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Beautifully landscaped, Spacious home, conveniently located in Harpswell

Charming , comfortable home, 2 full bedrooms plus 1 loft style bedroom, 2.5 bath, Very Close to Fresh Maine seafood!
Now accepting long term bookings for winter months~ November-May. Please inquire with manager for rates !

Cheerful, 3 bedroom, Cottage style home located on Bailey Island, Maine, on one of the peninsulas of Harpswell. Dog friendly, Three bedroom, 2.5 baths, custom cathedral ceilings, cozy living room, dining area, offering a well equipped, open kitchen with an island. The master bedroom is conveniently located on the main floor, presenting a king size bed as well as a connecting master bath and walk in closet ~ Up on the second floor, you will encounter two more sleeping spaces, one full bedroom, with a queen bed, and the other is a loft style bedroom with 2 twin beds. The lovely home has a fantastic outside deck, perfect of course for enjoying your morning coffee, or evening cocktails ! Just a super place to gather, and barbeque on the grill !

Convenient off road parking and is walking distance to many attractions. The quaint home is a stone's throw from magnificent ocean views, close to hiking trails, kayak rentals, candy shop, The Giant Stairs, art galleries, Land's End Gift Shop, Cook's Lobster House and more. You will be astounded with spectacular views while traveling over the world's only granite Cribstone Bridge! The bridge was listed on the National Register of Historic places in 1975, and was built back in 1927 in order to connect Orr's Island to Bailey Island. You are sure to find the freshest lobster on either of the islands !! Bailey Island is the perfect place for relaxation, and the home is perfect for a "base" for exploring the surrounding area. Just a hop away from Brunswick, which features Bowdoin College, The Maine State Music Theater, art museums, many great restaurants, shops, and groceries. Freeport, (home of the mother store for LL Bean), Portland, Boothbay, Bar Harbor, Wiscasset, Bath, are all great day trips with super shops and wonderful places to dine !
Cancellations will receive refund as stated in the policy, less any processing fees. This property can be viewed and booked on Vrbo, AirBnb, and Maine Coastal Connections, Harpswell, Maine.


You are sure to be delighted with all that this area has to offer ! We are excited to now be dog friendly,(one only), for an additional fee.
 Rental Property includes but not limited to : 
1 King size bed, 1 Queen bed, 2 single beds 
2 full baths, one half bath 
1 Smart TV, Roku, Internet 
Fully equipped Kitchen/dining area/living room 
Stove/Gas Range/Fridge/Dishwasher/microwave/Toaster/Coffee Maker  
Propane Fireplace, which may or may not be in use at time of stay. 
Linens/Towels /Pillows/Blankets provided / Toiletries to get you started
Outside Deck Chairs
Parking for up to 3 vehicles in driveway   
During your stay at this vacation home, you're just a quick walk from Casco Bay. Features include laundry facilities. The vacation home offers free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine, and 2.5 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from Casco Bay and 9 minutes by foot from Bailey Island Bridge
This vacation home offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Games
  • TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Swimming nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 1,540 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 9:30 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

org-2218brand-200000000270property-200000004427

Reviews

Beautifully landscaped, Spacious home, conveniently located in Harpswell Reviews

9.8

Exceptional

9.8/10

Cleanliness
Rating 10 - Excellent. 12 out of 14 reviews
Rating 8 - Good. 2 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

Reviews

10/10 Excellent

Nicole A., East Islip, New York

Liked: Cleanliness

Bailey Island Paradise

This home exceeded expectations, to the point where I took pictures to use for inspiration on my own home renovation. Bailey Island is not close to the major tourist sites but it is a welcome retreat after a long day in Portland and Boothbay. The two restaurants within walking distance were phenomenal. Sheri was very quick with responses to questions I had. I would love to return upon our next trip to Maine.
Stayed 5 nights in Jul 2025

10/10 Excellent

Diane E., Buffalo

Liked: Cleanliness

Fabulous Rental

A fabulous rental for 5 adults over 65 years of age. Close to great hiking and a great fish market. A well-equipped kitchen for people who love to cook. Lovely bathrooms. Would love to stay again.
Stayed 7 nights in Jun 2025

10/10 Excellent

Kerry A.

Liked: Cleanliness
Stayed 3 nights in May 2025

10/10 Excellent

Henry and Karen S., Port St Lucie

Liked: Cleanliness

Fall Trip

This Bailey Island home’s kitchen was well stocked and the space provided us a safe haven with amazing views for the two of us and our 4 year old goldendoodle. We were able to make several day trips that were so worthwhile - Kennebunkport, Booth Harbor, Bar Harbor, and Portland. The communication with Sheri was outstanding! Recommend a few bottles of water to be added to the complimentary wine.
Stayed 5 nights in Oct 2024

10/10 Excellent

Teresa C.

Liked: Cleanliness

Loving Maine

Weather was awesome . Spent everyday at the Bluegrass Festival at Thomas Point. Brunswick Is a sweet town. Cribstone Bridge area has a Beautiful view. The Salt Box Cafe has a great breakfast and lunch items. Dont forget while your in Maine to have a Lobster Roll breakfast
Stayed 4 nights in Aug 2024

10/10 Excellent

Matt K.

Liked: Cleanliness

Peaceful property

Quiet and with a partial water view through the trees. Updated interior and spacious living area. We’d love to visit again.
Stayed 4 nights in Jul 2024

8/10 Good

nancy q., west orange

Liked: Cleanliness

Loved it!

Perfect accommodations for our family of 6. Upper loft great for kids. Super clean and had everything we needed.
Stayed 3 nights in Jul 2024

10/10 Excellent

June & Deak D., South-western PA

Liked: Cleanliness

Island life

What a sweet neighborhood!! The house is airy, light and was perfectly configured for our family. The kitchen was very well supplied with spices and condiments and was a joy to cook in. I woke up early each morning to the lobster boats heading out. We used the wraparound deck a lot! The beds were very comfortable. The only downside was the distinctly doggy smell of the sofa.
Stayed 6 nights in Jun 2024

10/10 Excellent

Carlo J.

Liked: Cleanliness

Lobster getaway

We had an awesome time at this amazing home. Hope to do it again real soon!!
Stayed 4 nights in Sep 2023

10/10 Excellent

Craig I., Waterbury Vermont

Liked: Cleanliness

Clean and comfortable with great location

Very nice spot on the island private with nice landscaping and clean property and house. The porch was spectacular as we spent most of our time there. Dogs loved it and we had a mishap with the freezer being literally frozen but that was addressed promptly by the manager, Sheri. She was very professional and courteous. We would stay here again!
Stayed 4 nights in Sep 2023

8/10 Good

Nicole N.

Liked: Cleanliness

Great vacation spot!!!

This property was very nice. Comfortable setup and plenty of room for the family- great outdoor deck to enjoy morning coffee or meals. Well stocked kitchen and clean. The house is quite close to the street - really only noticed the street noise in the middle of the night in the upstairs bedroom when cars were passing. Loft was super cute - might be an issue for people with light sleeping kids but our kiddo was exhausted at the end of each day from all the hiking so the noise didn’t bother her at all with us downstairs. Overall great location and wonderful time here!!
Stayed 7 nights in Aug 2023

10/10 Excellent

Glenn R., Alexandria

Liked: Cleanliness

Lovely Views

Perfect location for a peaceful Maine vacation. House is wonderfully equipped and comfortable. Great views of Harpswell Sound. Loved Glen’s Lobsters. $8 a pound and sweet as could be. Would highly recommend Bailey Island and this house!
Stayed 7 nights in Jul 2023

10/10 Excellent

Theresa G.

Liked: Cleanliness

Outstanding!

This house is beautiful and spacious - inside and out. Meticulously clean, lights and kitchen cabinets labeled, and key necesseties provided, Our property manager, Sheri, was always extremely responsive and super friendly when we had questions. We love Bailey Island- we will be back and would love to rent this house again!
Stayed 12 nights in Jul 2023

10/10 Excellent

Martha A.

Liked: Cleanliness

Modern and tasteful. Great Island Vibe. Lovely Owner.

The covered deck is outstanding for enjoying meals alfresco rain or shine. Quiet mornings and beautiful evenings at sunset. Everything you need for kitchen equipment and basics for making great family meals. Fabulous layout for a family including a lovely master suite. Very comfortable. The owner took care of a few small things immediately and he and the property manager were delightful to deal with. Worth noting, as the pictures don’t show, it is right on the main road - but it has great screening and you don’t hear it at all, akd still plenty of property on the sides and back for walking a dog around - just can’t let little kids or pets out of sight outside. Overall, we found it a perfect home for a family vacation.
Stayed 7 nights in Jul 2022