Monthly Rentals in Bennington

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

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Nearby monthly rentals

Guest favorite
Guest suite in Milford
5 out of 5 average rating, 100 reviews

New England Village Luxury Studio

CherylRating, 5 stars2 weeks ago
Cammie is really the best host I’ve ever had with my experience booking Airbnbs! She was so thoughtful and responsive to all of my messages, even giving us recommendations for local eateries. My partner and I came for Valentine’s weekend and it was so cute that there were pink and red heart themed decorations like napkins and tableclothes. The heat via the mini-split worked perfectly and the heated bathroom floors were such a blessing in the cold, snowy wearher. Cammie and her husband and son also helped us shovel the snow in the driveway and made sure we knew how to take the best route to get home safe. Definitely recommend staying here at Cammie’s!!
Guest favorite
Apartment in Merrimack
5 out of 5 average rating, 23 reviews

NO Cleaning Fee 10 min to tax-free outlet shopping

AkeemRating, 5 stars2 weeks ago
The place was amazing, very clean, looked like the photos, and overall felt right at home
Guest favorite
Home in Greenfield
4.93 out of 5 average rating, 146 reviews

Charming House on 7 Acres in Rural New Hampshire

StephenRating, 5 stars1 week ago
We had an excellent time! The house and the location were perfect for our family getaway. The house was very cozy and clean- exactly as the pictures showed. The property was private with a lot of land for the kids to run and play in the snow. The nearby restaurants, shops, and mountain to ski gave us lots to do. Lawrence was a great host who made check-in and check-out extremely easy. Overall, we thoroughly enjoyed our stay!
Guest favorite
Guesthouse in Henniker
5 out of 5 average rating, 97 reviews

Adorable one bedroom cottage

ShaoyunRating, 5 stars1 week ago
Heidi was super friendly and helpful. The place itself is great: peaceful, clean, cozy and warm during winter. Perfect place to recover during a ski trip!

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.

Stay near Bennington's top sights

Crotched Mountain Ski and Ride45 locals recommend
Crotched Mountain Golf Club11 locals recommend
Rick & Diane's5 locals recommend
Toll Booth Tavern5 locals recommend
Crotched Mountain Resort5 locals recommend
Tenney Farm4 locals recommend
*Some exclusions may apply in certain geographies and for some properties.