List your Property
Little Diamond Island, Portland, Maine, United States of America

Little Diamond Island vacation rentals

We found 97 vacation rentals — enter your dates for availability

Discover a selection of 97 vacation rentals in Little Diamond Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and outdoor grills and BBQs. Prices start at $125 per night, and houses and condos are popular options for a stay in Little Diamond Island. Either way, you'll find a rental for everyone's needs.
DynamicDestinationRefinements
AsyncDestinationUrgency
Find spaces that suit your style

Houses

View 23 Houses

Condos/Apartments

View 50 Condos/Apartments

Studios

View 45 Studios

Hotels

View 20 Hotels

Find the best place to stay — Little Diamond Island

Historic Island Cottage, 5BR

Sleeps 8 · 5 Bedrooms · 2 Bathrooms
$364 avg/night
(14)

New Studio Suite South Portland

Studio · 1 Bathroom
$353 avg/night

Rent a room in the gorgeous Holt House

1 Bedroom · 1 Bathroom
$175 avg/night
(9)

Rent a room in the gorgeous Holt House

1 Bedroom · 1 Bathroom
$125 avg/night
(7)

Brand New 1 Bedroom Apartment in Portland

1 Bedroom · 1 Bathroom
$339 avg/night
(9)

Search 97 vacation rentals

Top rated rentals — Little Diamond Island
Stayed May 2023

Great spot for a Portland visit

We came for a few days over Memorial day weekend. The apartment was great for the two of us. Well provisioned kitchen, comfortable bed, and enough living space to be comfortable hanging out there. We were short some soap and the owners immediately br...

Dan D.
Dan D.
Stayed May 2023

Close to perfect

We use Vrbo a lot and this was the easiest check-in. It was nice to have the extra shared sunny space in the front of the inn which had a microwave, coffee maker, tea and utensils. The fridge in the room; the off-street parking and the large shower w...

Heidi S.
Heidi S.

Wellesley, MA

Stayed Apr 2023

Great option in Portland

There is definitely a wow factor when you enter this apartment. The owners have done an amazing job making this top floor space so appealing and even though it's in an old building, the apartment is beautifully appointed and feels brand new. Lots of ...

FORREST B.
FORREST B.

Portland

Stayed Mar 2023

Great place!

The unit was very nice. Modern and updated. It was very secure and quiet. Convenient to grocery stores and restaurants. Short drive to Portland and Portland Head lighthouse. Parking and accessibility much easier than staying in Portland. Bed was very...

Carol G.
Carol G.

Murrells Inlet

Stayed Jan 2023

Great Location : Great Host

Traveling from Boston. Quick getaway for 2 of us, just wanting to eat good food and relax. The apartment was the perfect location for someone who doesn’t want to stay in a hotel. The Danforth. Smalls, and Ruskies were all walking distance! 3 of my fa...

Olivia B.
Olivia B.
Stayed Dec 2022

Perfect room

The room and the inn were beautifully decorated. The room was the perfect size for our weekend getaway and had just what we needed. Check in process was simple and loved the fact that there was a parking space for us. Will definitely be staying here ...

Rachel S.
Rachel S.
Stayed Dec 2022

Fourth stay, amazing as always!

It was a long day working ( I’m an event planner) and my assistant and I decided last minute to stay over. The hosts were super accommodating and created a day of rental link to make it possible. It was so warm and cozy to relax after a long day. The...

Kayla C.
Kayla C.

Peru, Maine

Stayed Oct 2022

Nice stay in Portland

My wife and I really enjoyed our stay in Katrina’s house in Portland. The house is in a good location for walking to shops and restaurants and the included parking space in the lot across the street was very helpful. The room was clean and just as pi...

Terry S.
Terry S.

Shawnee, Kansas

AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many vacation rentals are available around Little Diamond Island, US?

Our 2023 property listings offer a large selection of 97 vacation rentals around Little Diamond Island. From 23 house rentals to 50 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Rental Ideas

People also search for