Monthly Rentals in Little Ossipee Pond

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Apartment in Waterboro
4.84 out of 5 average rating, 135 reviews

Our Cozy Stay

ChristopherRating, 5 stars3 weeks ago
Angie was a great host. We really appreciate her accommodating us and our 1 year old daughters.
Superhost
Apartment in Hollis Center
4.83 out of 5 average rating, 334 reviews

Lily Brook Farm, Hollis, Maine

Kelsey-JeanRating, 5 stars3 months ago
Visited Feb '25 Steep stairs {a delightful New England quirk} lead to a comfortable bed, quaint views out the window. Soft cottage core vibes. Eclectic design steeping in a life well lived. Wonderful kitchen, well stocked and easy to cook in. Shower pressure is adequate. Bathroom is clean and filled with an array of books and tchotchkes. Your eyes always have something to wander and examine. It's a maximalists dream. The book shelf in the living room is filled with old books some titles are expected due to surroundings and some are just plain fun. May I recommend a game of I spy Nina is quite fantastic. A spit fire. An attentive host. Hospitable and kind. She gave it a welcoming vibe. Meeting her animals was truthfully a highlight. They are even tempered and kind. Her horse is stunning & social. The donkey a goof. The mule is oh so friendly. Sheep a bit shy but non the less beautiful. Chickens? fluffy feet! The ducks were personable. The goats, joyful. Cat, adorable. Good workin dogs.
Top Guest favourite
Home in Waterboro
5 out of 5 average rating, 10 reviews

LAKE FRONT home! HOT TUB, GYM, FREEgolf cart

ElizabethRating, 5 stars10 months ago
We had the best time here! It was a big family yearly get-together with our kids and grandkids. What a great place. Plenty of space. Awesome kitchen! Right on the best lake. We rented a boat for three days and there was a dock to keep it at. There were a ton of games for the kids, a great outdoor space, being right on the water is awesome. We just loved it here!! Thank you !
Home in Waterboro
4.71 out of 5 average rating, 7 reviews

Scenic Little Ossipee Lake Retreat w/ Grill!

JoyceRating, 5 stars10 months ago
Beautiful area very close to the beach. Nice place to stay with lots of scenic views of the lake from the house. Very relaxing way to spend a vacation.

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 holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

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