Details

The comfortable living room has striking timber-framed beams.

4-Bedroom, Timber-Framed Island Home, Sleeps 8

10 / 10

Outstanding(2 Ratings)

$$$$

Farm Stay in Portland, ME

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Location

city location on map

Photos

The comfortable living room has striking timber-framed beams.

Beverage fridge, dishwasher, 36" gas range/oven, fridge, and toaster oven

The kitchen of the addition connects to the renovated 1880s Fishermans Cape.

Architectural details above the timber-framed living room

The second floor of the addition has a full bath and 2 bedrooms.

The hallway to the Cape includes washer and dryer.

The cozy eat-in kitchen of the Cape is well-stocked and has a small table.

Our house is mid-island and a short walk to the water.

The first-floor primary bedroom has a king-sized bed and en suite bath.

One of two bedrooms upstairs has a king-sized bed.

One of two bedrooms upstairs has a queen-sized bed.

The porch off the Cape contains a large dining room table that seat 8 people.

The upstairs Cape bedroom has a queen bed and a heat pump (AC).

See all properties

4-Bedroom, Timber-Framed Island Home, Sleeps 8

Top rated by guests

The comfortable living room has striking timber-framed beams.

Beverage fridge, dishwasher, 36" gas range/oven, fridge, and toaster oven

The kitchen of the addition connects to the renovated 1880s Fishermans Cape.

Architectural details above the timber-framed living room

The second floor of the addition has a full bath and 2 bedrooms.

Don't miss out! Price and availability may change

10 / 10

Outstanding(2 Ratings)

Farm Stay in Portland, ME

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this farm stay rental

Enjoy modern amenities in a restored 1880s Cape with a beautiful timber-framed addition on Chebeague Island, Maine. The 4 bedroom / 3 bathroom home is perfect for a large family/friend group or couples. The property is mid-island and is a short walk to several beaches and nature trails. You'll love your time away from it all in this comfortable home in an unforgettable place.

Please note: There is no car ferry to Chebeague Island. You will need to provide your own transportation on island (e.g. golf cart rental or transporting your car onto the island). Cars can be ferried/barged onto the island via Casco Bay Lines or Chebeague Transportation Company, but there is no drive-on/drive-off ferry option to Chebeague. If you have questions about transportation, I am happy to help you navigate the process.

Amenities

Non-smoking

No pets allowed

Family friendly

Map of Portland, ME

city location on map

$$$$

FAQs

Is parking included with this farm stay?

Parking is not specified as an available amenity at 4-Bedroom, Timber-Framed Island Home, Sleeps 8. For more information, we encourage you to contact the property about where to park.

Is there a pool at this farm stay?

We didn’t find pool listed as an amenity for this farm stay. It may be worth double checking if a pool is important for your stay.

Is 4-Bedroom, Timber-Framed Island Home, Sleeps 8 pet friendly?

Unfortunately, this farm stay is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at 4-Bedroom, Timber-Framed Island Home, Sleeps 8?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.

Explore similar stays in Portland

Explore all stays

You can save with One Key

9.9 / 10

Outstanding(29 Ratings)

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

8 guests · 4 bedrooms · 1 bath

The best choice in Portland for Cottage, for $756 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(39 Ratings)

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

8 guests · 3 bedrooms · 2 baths

Experience the best of Portland with this House available for $800. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.9 / 10

Outstanding(38 Ratings)

Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location

8 guests · 4 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Portland? This Cottage offers a comfort and style with top-notch amenities, including No pets allowed and Non-smoking, and more.

Spacious Historic Home on Diamond Cove

8 guests · 4 bedrooms · 4 baths

Nestled in Portland, this House is perfect for your next vacation. Enjoy Spacious Historic Home on Diamond Cove's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.7 / 10

Outstanding(38 Ratings)

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

8 guests · 3 bedrooms · 2 baths

The best choice in Portland for House, for $800 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Spacious Historic Home on Diamond Cove

8 guests · 4 bedrooms · 4 baths

Looking for a memorable stay in Portland? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

10 / 10

Outstanding(81 Ratings)

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

14 guests · 6 bedrooms · 3 baths

Looking to create some memories in Portland? Look no further than our House, Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(4 Ratings)

New - Cozy Cape on Peaks Island overlooking Casco Bay and Portland skyline

10 guests · 5 bedrooms · 2 baths

This attractive House in Portland, $1,104 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(48 Ratings)

Waterfront Island Getaway w/two cottages perfect for Multiple or Large Families

in Peaks Island

14 guests · 5 bedrooms · 2 baths

This Cottage for $965 in Portland, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(161 Ratings)

Prime Old Port 3BR • Free Parking • Sleeps 8

8 guests · 3 bedrooms · 1 bath

Experience the best of Portland with this Apartment available for $774. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.9 / 10

Outstanding(81 Ratings)

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

14 guests · 6 bedrooms · 3 baths

This House for $1,049 in Portland, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(32 Ratings)

Superb Location! Heart of Old Port-Spacious Apartment

9 guests · 3 bedrooms · 3 baths

Looking for a memorable stay in Portland? Our Apartment might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

10 / 10

Outstanding(18 Ratings)

BIG First floor 3 bedroom in the East End, close to ocean, parks, and downtown.

8 guests · 3 bedrooms · 1 bath

This attractive Apartment in Portland, $765 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Sweeping Ocean Views in Cape Elizabeth Maine

in Cape Elizabeth

14 guests · 6 bedrooms · 3 baths

This inviting Cottage in Portland can fit your needs for many types of vacations, at $1,056 per night.

10 / 10

Outstanding(48 Ratings)

Incredible Location! Heart of Old Port/Spacious Apartment

8 guests · 3 bedrooms · 2 baths

Looking to create some memories in Portland? Look no further than our Apartment, Incredible Location! Heart of Old Port/Spacious Apartment. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.7 / 10

Outstanding(160 Ratings)

Prime Old Port 3BR • Free Parking • Sleeps 8

8 guests · 3 bedrooms · 1 bath

Looking for a memorable stay in Portland? Our Apartment might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

You can save with One Key

10 / 10

Outstanding(32 Ratings)

Superb Location! Heart of Old Port-Spacious Apartment

9 guests · 3 bedrooms · 3 baths

The best choice in Portland for Apartment, for $810 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9 / 10

Outstanding(26 Ratings)

Beautiful, single story ranch. Next to city park with ocean view!

8 guests · 3 bedrooms · 2 baths

When traveling to Portland, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $849 per night.

10 / 10

Outstanding(48 Ratings)

Incredible Location! Heart of Old Port/Spacious Apartment

8 guests · 3 bedrooms · 2 baths

This inviting Apartment in Portland can fit your needs for many types of vacations, at $777 per night.

9 / 10

Outstanding(26 Ratings)

Beautiful, single story ranch. Next to city park with ocean view!

8 guests · 3 bedrooms · 2 baths

Looking for a memorable stay in Portland? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

10 / 10

Outstanding(26 Ratings)

Stunning Luxury Apt/Old Port Arts Dist/Sleeps8

8 guests · 3 bedrooms · 3 baths

Looking for the perfect place to call home during your trip to Portland? This Apartment offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(20 Ratings)

WestEnd Large Penthouse walk to Old Port w/Parking

10 guests · 4 bedrooms · 2 baths

Discover the beauty of Portland with a stay at WestEnd Large Penthouse walk to Old Port w/Parking, a top rated Apartment with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(18 Ratings)

Spacious West End Retreat, 3BR/2BA, Walk Everywhere + Private Deck

8 guests · 3 bedrooms · 2 baths

Looking for a memorable stay in Portland? Our Apartment might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

You can save with One Key

10 / 10

Outstanding(26 Ratings)

Stunning Luxury Apt/Old Port Arts Dist/Sleeps8

8 guests · 3 bedrooms · 3 baths

Soak up the beauty of Portland in our Apartment, Stunning Luxury Apt/Old Port Arts Dist/Sleeps8. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(18 Ratings)

Spacious West End Retreat, 3BR/2BA, Walk Everywhere + Private Deck

8 guests · 3 bedrooms · 2 baths

This Apartment for $857 in Portland, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(20 Ratings)

Gorgeously renovated, 2-condo property in the West End - walk everywhere

8 guests · 4 bedrooms · 4 baths

Discover the beauty of Portland with a stay at Gorgeously renovated, 2-condo property in the West End - walk everywhere, a top rated Apartment with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown

16 guests · 7 bedrooms · 5 baths

Looking for a memorable stay in Portland? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

9.4 / 10

Outstanding(20 Ratings)

Gorgeously renovated, 2-condo property in the West End - walk everywhere

8 guests · 4 bedrooms · 4 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Portland, at $851 per night for your next great vacation.

10 / 10

Outstanding(1 Rating)

Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown

16 guests · 7 bedrooms · 5 baths

Are you ready to indulge in a relaxing getaway? Our House in Portland has everything you need for a rejuvenating stay. Treat yourself to Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

9.4 / 10

Outstanding(4 Ratings)

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch

12 guests · 4 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Portland, at $848 per night for your next great vacation.

Portland travel inspiration

The Best American Lake Town Awards 2026: Where Shoreline Meets Soul

America’s Best Hidden Beach Towns (2026 Awards)

Best Small Towns for Spring Getaways (2026)

The Ultimate Packing List For Your Vacation (2026)

Where Everyone Knows Your Name: America’s Most Welcoming Small Towns (2026)

35 Road Trip Necessities for the Perfect Journey

How to Pack a Suitcase: 12 Steps to Perfect Packing

Top 25 Packing Tips for 2026 (Smarter, Lighter, Stress-Free Travel)

Keep exploring