Fifth Wheel RV Rentals in Windsor, MA

1-20 of 25+ Fifth Wheel RV Rentals
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Fireside Family-Friendly Luxury RV Rental
Offers Delivery
2021 Fifth Wheel

Keystone RV Montana High Country 351BH

Sleeps 8 39.0ft
36.2 miles from Windsor, MA
(3)
$195/night
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
"The One Less Traveled"
Offers Delivery
2019 Fifth Wheel

Keystone RV Hideout 298BHDS

Sleeps 9 35.0ft
58.4 miles from Windsor, MA
(4)
$165/night
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
WHY CAMP, WHEN YOU CAN GLAMP?!
Offers Delivery
2019 Fifth Wheel

Coachmen RV Chaparral Lite 30BHS

Sleeps 7 37.0ft
56.2 miles from Windsor, MA
(6)
$160/night
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Z RV Adventure “ZOE”
Offers Delivery
2022 Fifth Wheel

Keystone RV Sprinter Campfire Edition 33BH

Sleeps 6 40.0ft
109.9 miles from Windsor, MA
(22)
$200/night
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Keystone RV Montana High Country 281CK
2022 Fifth Wheel

Keystone RV Montana High Country 281CK

Sleeps 4 32.0ft
39.1 miles from Windsor, MA
(1)
$185/night
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Prime Time Crusader fifth wheel 395BHL 50AMP
Offers Delivery
2022 Fifth Wheel

Prime Time RV Crusader 395BHL

Sleeps 6 41.0ft
62.8 miles from Windsor, MA
New Listing New Listing
$200/night
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Let your inner cougar out!!!!!!
Offers Delivery
2022 Fifth Wheel

Keystone RV Cougar Half-Ton 32BHS

Sleeps 10 35.0ft
159.5 miles from Windsor, MA
(9)
$208/night
Home Away From Home - GLAMPER'S PARADISE
Home Away From Home - GLAMPER'S PARADISE
Home Away From Home - GLAMPER'S PARADISE
Offers Delivery
2022 Fifth Wheel

EAST TO WEST Ahara 365RL

Sleeps 4 37.0ft
47.8 miles from Windsor, MA
New Listing New Listing
$185/night
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
2020 "Memory Maker" Toy Hauler. *Delivery only*
Offers Delivery
2020 Fifth Wheel

Forest River RV Cherokee Wolf Pack 325PACK13

Sleeps 8 40.0ft
82.9 miles from Windsor, MA
(1)
$175/night
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Best Experience Camping
Offers Delivery
2022 Fifth Wheel

Grand Design Momentum M-Class 351MS

Sleeps 7 39.0ft
88.4 miles from Windsor, MA
New Listing New Listing
$185/night
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Forest River RV Sandpiper 345RLOK
2019 Fifth Wheel

Forest River RV Sandpiper 345RLOK

Sleeps 6 41.0ft
68.2 miles from Windsor, MA
$145/night
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
2020 Keystone RV Montana High Country 385BR
Offers Delivery
2020 Fifth Wheel

Keystone RV Montana High Country 385BR

Sleeps 8 40.0ft
82.2 miles from Windsor, MA
(2)
$299/night
2017 Dutchmen RV Triton 2951
2017 Dutchmen RV Triton 2951
2017 Dutchmen RV Triton 2951
2017 Dutchmen RV Triton 2951
2017 Dutchmen RV Triton 2951
2017 Dutchmen RV Triton 2951
2017 Dutchmen RV Triton 2951
2017 Dutchmen RV Triton 2951
Offers Delivery
2017 Fifth Wheel

Dutchmen RV Triton 2951

Sleeps 6 33.0ft
74.4 miles from Windsor, MA
(2)
$160/night
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
2020 ATC Trailers ATC Toy Hauler 8.5X36
Offers Delivery
2020 Fifth Wheel

ATC Trailers ATC Toy Hauler 8.5X36

Sleeps 6 37.0ft
84.5 miles from Windsor, MA
$200/night
Offers Delivery
2017 Fifth Wheel

CrossRoads RV Cruiser Aire CAF29BH

Sleeps 9 32.0ft
98.9 miles from Windsor, MA
New Listing New Listing
$180/night
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
2017 Forest River RV Sierra 379FLOK
Offers Delivery
2017 Fifth Wheel

Forest River RV Sierra 379FLOK

Sleeps 6 42.0ft
90.4 miles from Windsor, MA
$209/night
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
2022 Prime Time RV Crusader 382MBH delivery only
Offers Delivery
2022 Fifth Wheel

Prime Time RV Crusader 382MBH

Sleeps 9 43.0ft
112.4 miles from Windsor, MA
(3)
$185/night
2020 Grand Design Solitude 380FL
2020 Grand Design Solitude 380FL
2020 Grand Design Solitude 380FL
2020 Grand Design Solitude 380FL
2020 Grand Design Solitude 380FL
2020 Grand Design Solitude 380FL
2020 Grand Design Solitude 380FL
Offers Delivery
2020 Fifth Wheel

Grand Design Solitude 380FL

Sleeps 6 41.0ft
96.9 miles from Windsor, MA
(1)
$148/night
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
The Cougar Camper
Offers Delivery
2022 Fifth Wheel

Keystone RV Cougar Half-Ton 24RDS

Sleeps 4 28.0ft
150.4 miles from Windsor, MA
(2)
$195/night
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Show up and enjoy vacation , we do your setting up
Offers Delivery
2021 Fifth Wheel

Forest River RV Sabre 38DBQ

Sleeps 7 42.0ft
93.5 miles from Windsor, MA
New Listing New Listing
$180/night
Why Rent with RVshare?
Globe Icon
Wide-Ranging Inventory
From affordable pop-ups to luxury motorhomes
RV Icon
Largest RV Rental Marketplace
Thousands of 5 star reviews from happy customers
Lock Icon
Secure and Most Trusted
24/7 Emergency roadside assistance on every booking

Road Trips Starting from Windsor, MA

Best National Parks Near Windsor, MA

Popular State Parks Near Windsor, MA

National Forests Near Windsor, MA

Must-see Monuments and Landmarks Near Windsor, MA

RVshare’s Top Picks for Nearby RV Parks & Campgrounds

RV Dump Stations Near Windsor, MA
Pittsfield's location near the border of New York and Massachusetts means there's plenty of wilderness to explore. If you take an RV trip to Pittsfield, check out one of the many campgrounds at the nearby Pittsfield State Forest Park, or take in the beauty at Canoe Meadows Wildlife Sanctuary. The comfort of recreational vehicles means you'll need to find an RV dump station near Pittsfield sometime during your trip. That's where we come in. Below, you'll find a list of dump stations near Pittsfield, including both paid and free options. Comparing them is easier than ever with pricing, contact info, and locations!

RV Rentals Near Windsor, MA


Frequently Asked Questions About Renting a Fifth Wheel RV Near Windsor, MA

How does hitching and unhitching a 5th-wheel RV rental work, and is it challenging?

Hitching and unhitching a 5th-wheel RV rental requires proper positioning of the RV and truck and connecting the hitch. It can be challenging for first-time renters, but the owner usually provides a thorough explanation of the process.

Are there any special driving considerations or techniques when towing a 5th-wheel rental RV in Windsor, MA?

When towing a 5th-wheel rental RV in Windsor, MA, it is important to note the weight and size of the RV and follow all traffic laws. Drivers should also be cautious of wind conditions as they can affect stability.

Do I use a generator to power the electrical system on a 5th wheel RV, or do I need to connect to a power source at a campground or RV park?

Most 5th wheel RVs come with a built-in generator, but some may require being plugged into a power source at a campground or RV park. RV owners will provide information on the specifics of powering the RV.

Are there any limitations on where I can park or store a 5th wheel RV in Windsor, MA, such as zoning laws or homeowners' association regulations?

Renters should always check local regulations before parking a 5th wheel RV in Windsor, MA. Some areas have specific zoning laws or homeowners' association regulations regarding parking and storing RVs.

What kind of maintenance or upkeep do I need to perform on a 5th-wheel RV rental during my rental period?

Renters should keep the RV clean and make sure to report any damages. Regular maintenance such as oil changes and tire checks are the responsibility of the RV owner.

Are there any safety concerns I should know when towing a 5th-wheel rental RV, such as sway or brake issues?

Sway and brake issues can occur when towing a 5th-wheel rental RV. Renters should be mindful of weight distribution and proper hitching to prevent these issues.

How do I properly level and stabilize a 5th-wheel rental RV at my campsite or RV park?

Leveling and stabilizing a 5th-wheel rental RV requires proper positioning and use of RV leveling blocks. The owner should provide instructions or assistance if needed.

Do I need to bring my cooking appliances or equipment for use in the 5th wheel rental RV's kitchen?

Most 5th wheel rental RVs come with a equipped kitchen, check the listing details or ask the owner for specific items. Renters may choose to bring additional cooking appliances or equipment if they desire.

Are there any unique features or amenities available in 5th wheel RV rental that may not be found in other towable RVs in Windsor, MA?

5th wheel rental RVs may have additional features such as multiple bedrooms or bathrooms, larger living spaces, and better towing stability compared to other towable RVs in Windsor, MA. RVshare owners may offer additional amenities or features for a more comfortable stay.