Vacation rentals in Florida

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Top-rated vacation rentals in Florida

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cabin in Savoy

4.98 out of 5 average rating, 184 reviews

The Camp - 20 Minutes to Berkshire East!

Enjoy the peaceful silence, private forested expanses, wildlife, and unforgettable starry night skies from this wonderful home. Only 8 minutes to the village of Charlemont and 5 to the Tannery Falls entrance of the Savoy State Forest. During your escape on the mountain rest assured that you’re only a 30 minute drive to Norths Adams, Greenfield. Highlight your visit with journeys to Berkshire East Ski Resort, Thunder Mountain Biking, Zoar Outdoor River Rafting, MASS MoCA, or the Clark Art Museum.

Aug 25 – Sep 1

$99 per night
Guest favorite

Home in North Adams

4.96 out of 5 average rating, 120 reviews

The Lodge @ America’s Switzerland

Breathtaking views of mountains of three states from the most gorgeous lodge in the Berkshires! Indescribably beautiful any time. See for yourself why this view was referred to as "America's Switzerland". Watch the most spectacular sunset while enjoying the warmth from one of two fireplaces. While you feel a world away, the Lodge is less than 10 minutes away from MASS Moca, Williams College, N Adams and an easy drive to Clark Art and local ski resorts (Jimmy Peak, Mt. Snow and Berkshire East).

Nov 2 – 9

$308 per night
Guest favorite

Place to stay in North Adams

4.94 out of 5 average rating, 110 reviews

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

Nov 14 – 21

$365 per night

Popular amenities for Florida vacation rentals

Stay near Florida's top sights

Golden Eagle Restaurant17 locals recommend
Hairpin Curve • Mohawk Trail4 locals recommend
Zoar Gap5 locals recommend

Other great vacation rentals in Florida

Guest favorite

Apartment in Plainfield

4.95 out of 5 average rating, 237 reviews

Sunny carriage house apartment

Jun 8 – 15

$96 per night
Guest favorite

Guest suite in Wilmington

4.92 out of 5 average rating, 708 reviews

Architectural GuestSuite

May 30 – Jun 6

$103 per night
Guest favorite

Apartment in Shelburne Falls

4.96 out of 5 average rating, 286 reviews

Annies’ Place by The Bridge of Flowers ~

Jan 4 – 11

$89 per night
Guest favorite

Apartment in Greenfield

4.96 out of 5 average rating, 257 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Jul 23 – 30

$92 per night
Guest favorite

Guesthouse in Williamstown

4.96 out of 5 average rating, 142 reviews

Brookside Cottage

Jun 18 – 25

$115 per night
Guest favorite

Guesthouse in North Adams

5.0 out of 5 average rating, 204 reviews

Netherwood - North Adams Guest House with Views

Oct 14 – 21

$187 per night
Guest favorite

Guest suite in Hancock

4.83 out of 5 average rating, 151 reviews

Cozy apartment near Jiminy Peak

Nov 26 – Dec 3

$73 per night
Superhost

Home in Readsboro

4.86 out of 5 average rating, 118 reviews

Vermont March Madness! (Pet Friendly)

Sep 14 – 21

$68 per night
Guest favorite

Cabin in Florida

4.94 out of 5 average rating, 65 reviews

Raven Ridge Retreat in the Berkshires

Jul 30 – Aug 6

$152 per night
Superhost

Cottage in Florida

4.83 out of 5 average rating, 94 reviews

Peaceful Mountain Cabin by Ski, Kayak, Museums +!

Feb 15 – 22

$164 per night
Guest favorite

Cottage in Monroe

4.88 out of 5 average rating, 76 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Feb 3 – 10

$113 per night
Superhost

Guesthouse in Florida

4.81 out of 5 average rating, 27 reviews

Adorable 1 bedroom guesthouse in country setting.

Mar 13 – 20

$104 per night

Destinations to explore