Monthly Rentals in Jamaica Island

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Top guest favorite
Guest suite in Kittery
4.97 out of 5 average rating, 143 reviews

Seacoast Suite

CrystalRating, 5 stars6 months ago
Had a wonderful stay and can’t wait to go back. This ended up being super close to my family and helped make my trip out so much better. Lisa was super nice and very quick to respond to questions. Everything was as described and the instructions and note were really helpful in getting me setup. I slept super comfy and felt right at home. I will definitely try to book this again the next time I’m out.
Guest favorite
Apartment in Kittery
4.97 out of 5 average rating, 71 reviews

Charming retreat in Kittery

ShateeRating, 5 stars2 weeks ago
I absolutely loved the sunset through the bridge while sitting on the porch it was absolutely beautiful. It was a quiet and if I had any issues they weee addressed right away. I would definitely come back to Dakotas again absolutely.
Top guest favorite
Guesthouse in Kittery
5 out of 5 average rating, 325 reviews

Newly built, private deck with fire pit.

StevenRating, 5 stars3 days ago
Simone’s home is peaceful, relaxing, clean, and so very comfortable. It was everything we hoped and more for a quiet getaway. It was the perfect jumping off point for short sightseeing trips. Cozy and warm; we would definitely return.
Top guest favorite
Home in Kittery Point
5 out of 5 average rating, 127 reviews

A water view slice of heaven at Pepperrell Cove

NicholasRating, 5 stars4 days ago
What an absolutely beautiful home! Host is very thorough with directions, check in and check out procedures that made our stay as easy as possible.This was our first visit to the area but certainly will not be the last. The house was incredibly clean, beds super comfortable and luxury bathrooms. We really enjoyed the gas fireplace at night too.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kittery
  6. Jamaica Island
  7. Monthly Rentals