Monthly Rentals in Chesapeake Beach

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

Nearby monthly rentals

Top guest favorite
Cottage in Virginia Beach
4.97 out of 5 average rating, 181 reviews

The Seaglass Cottage by the Chesapeake Bay

PhilRating, 5 stars2 weeks ago
Our stay at Paige and Grant’s Seaglass Cottage was absolutely perfect—5 stars all around! Their place is beautifully kept, super clean, and in an ideal location—just a short walk to the beach and right in the heart of town, yet tucked away enough to feel private and peaceful. Paige and Grant were incredibly responsive and thoughtful hosts, making everything easy from start to finish. This was our kids’ very first beach trip, and Seaglass Cottage truly made it unforgettable. A short walk to beach or short drive to everything. The home was well-equipped, charming, and felt like a true retreat. We made lasting memories here and couldn’t have asked for a better experience. Highly recommend to anyone looking for a coastal getaway that’s both relaxing and close to all the action. We will absolutely be back!
Top guest favorite
Home in Virginia Beach
5 out of 5 average rating, 62 reviews

Seize the Bay

AtteeRating, 5 stars1 week ago
What a wonderful job our hosts did! They provided all the supplies we could possibly need and then some! They truly thought of everything. We only had to buy food for ourselves, while most air bnb’s we’ve stayed in have one roll of toilet paper, one roll of paper towels, one trash bag, a tiny bottle of dish soap, etc. It felt more like staying at a friend’s home than a stranger’s. It was very short walk to the beach, which was very convenient. The beds were incredibly comfortable and having a recent back injury, this made a huge difference for me. They provided clear instructions about everything, we never had a need to contact them, though I’m sure they would’ve been very responsive if we had. I don’t have any complaints or suggestions for improvement at all!
Guest favorite
Home in Norfolk
4.92 out of 5 average rating, 192 reviews

@Whit’s End? Come in and Relax

CaraRating, 5 stars1 week ago
Whit’s end was a wonderful vacation for my family. Perfect size place for my family of 6. Very short walk to the beach where we spent most of our time. Felt like we had the whole beach to ourselves which I loved. Nice playground very close by. Farmers market on Saturday which was very popular. Golf course 2 miles away that my husband and boys explored. Also a brewery in the neighborhood that was a nice bonus.
Top guest favorite
Home in Virginia Beach
4.92 out of 5 average rating, 256 reviews

Quilted Quarters by the Bay with Private Entrance

ElizabethRating, 5 stars1 week ago
Audrey’s quilted corners by the bay was perfect for a peaceful, relaxation vacation with my sister. We enjoyed being close to the quiet, peaceful beachfront and the bike/walking path into the state park. Highly recommend for a relaxing virginia beach experience. When we experienced issues with bugs entering the room (which is a very normal occurrence in the southern climate especially in the rain), Audrey quickly contacted us and eased our minds by spraying for bugs inside the room and outside the house. Audrey did everything she could to help. Be aware of the possibility of bugs given the nature of the climate and more wooded, residential area. Overall, we really enjoyed our stay.

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.

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.