Florida Rental Vacations - Vacation Rentals in Pittsfield

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS! From US $214
         

10.0 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Jellystone Park at Pine Lakes From US $363
         

New
Other
  • Air Conditioner
  • Pet Friendly
  • Pool
Monroe Street Suites From US $129
         

9.6 (57 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Cozy room located in historic downtown with a 5 minute walk to the riverfront! From US $140
         

10.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Historic rooms near riverfront in downtown, Louisiana, MO From US $133
         

10.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
5 Bedroom Lodge in Illinois From US $380
         

9.8 (29 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Pittsfield

Over 33+ Luxury Places to Stay in or Near Pittsfield
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland From US $350
         

Upgraded farmhouse between Springfield Illinois and St.Lous Missouri From US $181
         

4.0 (1 Review)
Other
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Green Acres Hotel From US $131
         

8.6 (141 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Pet-Friendly Vacation Rentals in Pittsfield

Over 7+ Pet-Friendly Vacation Rentals in or Near Pittsfield
Cozy 3 bedroom family friendly home in pike county IL From US $142
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Eagles Nest Inn From US $96
         

|
9.5 (15 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Mississippi River Cabin From US $114
         

9.8 (8 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Rodeway Inn Pittsfield From US $52
         

4.3 (17 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Mansion River Access-St Louis Area From US $206
         

4.5 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Charming 3-bedroom house in Winchester with WiFi and AC From US $91
         

River Cottage Along the Illinois River. From US $74
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens

Large Vacation Homes & Villas in Pittsfield

Over 3+ Large Vacation Homes & Villas in or Near Pittsfield
Scenic river bluff view with privacy! From US $205
         

10.0 (10 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Come see what our Historical town has to offer! From US $106
         

4.8 (3 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Pittsfield

Over 1+ Wheelchair Accessible Vacation Homes in or Near Pittsfield
Green Acres Hotel From US $109
         

|
8.7 (40 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Pittsfield Varoom and Airbnb Places to Stay Under $200

Over 12+ Pittsfield Varoom and Airbnb Places to Stay Under $200
Rivers EDGE MOTEL From US $95
         

8.1 (44 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Guest Services
The Eagles Nest Inn From US $109
         

|
9.4 (19 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Accessibility
The Eagles Nest Inn From US $104
         

New
Hotel
  • Air Conditioner
  • Security/Safety
  • Restaurant
William Watson Hotel From US $91
         

|
9.2 (345 Reviews)
Hotel
  • Parking
  • Security/Safety
  • Business Services
Beautiful secluded lodge with a breathtaking view! From US $198
         

10.0 (2 Reviews)
Cabin
  • Air Conditioner
  • TV
  • Balcony/Terrace
River's Edge Motel From US $91
         

9.0 (356 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Pittsfield

Over 2+ Instantly Bookable Vacation Homes in or Near Pittsfield

About Pittsfield Vacation Rentals

With more than 42 Pittsfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Floridarentalvacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pittsfield.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Floridarentalvacations Pittsfield, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pittsfield. Places to stay near Pittsfield are 622.5 ft² on average, with prices averaging $264 a night.

Floridarentalvacations makes it easy and safe to find and compare vacation rentals in Pittsfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pittsfield

Type Count
Vacation Homes 12
Hotels with Suites 11
Cabin Rentals 10
B&B 4
Others 3
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Pittsfield

Pro Tip: Floridarentalvacations makes it easy to compare the best listings on Floridarentalvacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Floridarentalvacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pittsfield.

Weather in Pittsfield

View the weather forecast for Pittsfield before booking your Pittsfield Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F