2021 Gulf Stream Vintage Cruiser
$120 a night listed, rated 5.0 from 5 reviews
Travel trailer · Towable · Sleeps 6
Pick up in Pepperell
Delivery up to 120 mi · Pets allowed
$120 / night listed, before fees
On Nov 8, 2026, 10 RVs were listed within 25 miles of Winchendon across Outdoorsy and RVshare. Half of listed rates fell between $128 and $179 per night, before fees. You book with the listing site.
Dates are optional. Without dates you can browse every listing; add them to see each rental's calendar.
Chosen from listing facts (rating, reviews, size, delivery, pet policy), never by commission.
$120 a night listed, rated 5.0 from 5 reviews
Travel trailer · Towable · Sleeps 6
Pick up in Pepperell
Delivery up to 120 mi · Pets allowed
$120 / night listed, before fees
Camper van, 20 ft; fits normal parking spots
Camper van · Drivable · Sleeps 2
Pick up in Keene
Pets allowed
$155 / night listed, before fees
Owner delivers up to 68 mi, so no towing yourself
Travel trailer · Towable · Sleeps 7
Pick up in Milford
Delivery up to 68 mi
$142 / night listed, before fees
Listing allows pets; sleeps 10
Travel trailer · Towable · Sleeps 10
Pick up in Milford
Delivery up to 120 mi · Pets allowed
$135 / night listed, before fees
Half of listed nightly rates near Winchendon fall between $128 and $179. 80% of listings add a cleaning fee (median $98); 100% ask for a refundable deposit (median $500), which you get back and is not a rental cost.
| Vehicle type | Typical listed rate / night | Listed | Drive or tow | Search |
|---|---|---|---|---|
| Travel trailer | $130 ($121–$140) | 6 | Tow | See 6 travel trailers near Winchendon |
| Fifth wheel | $200 | 2 | Tow | See 2 fifth wheel rentals near Winchendon |
| Toy hauler | $350 | 1 | Tow | See 1 toy hauler near Winchendon |
| Camper van | $155 | 1 | Drive | See 1 camper van near Winchendon |
Listings from Outdoorsy (6), RVshare (4) within 25 miles (straight-line) of Winchendon, read Nov 8, 2026. Typical rate is the median listed nightly rate, with the middle half in brackets. Rates are before cleaning, mileage, generator and service fees and taxes. Counts are listings, not availability. RV rental cost guide
10 rentals are listed within 25 miles of Winchendon, so here are 12 more from 25 to 60 miles away (straight-line). They aren't counted in the figures on this page.
25 mi from Winchendon
Travel trailer · Towable · Sleeps 6
Pick up in Holden
Delivery · Pets allowed
$100 / night listed, before fees
29 mi from Winchendon
Travel trailer · Towable · Sleeps 5
Pick up in Chesterfield
Delivery up to 120 mi
$165 / night listed, before fees
29 mi from Winchendon
Travel trailer · Towable · Sleeps 4
Pick up in Worcester
Delivery up to 50 mi
$110 / night listed, before fees
29 mi from Winchendon
Camper van · Drivable · Sleeps 4
Pick up in Merrimack
Delivery up to 50 mi
$275 / night listed, before fees
30 mi from Winchendon
Travel trailer · Towable · Sleeps 8
Pick up in Westford
Delivery up to 60 mi
$130 / night listed, before fees
31 mi from Winchendon
Travel trailer · Towable · Sleeps 3
Pick up in Westford
Delivery · Pets allowed
$96 / night listed, before fees
31 mi from Winchendon
Camper van · Drivable · Sleeps 2
Pick up in Amherst
Delivery up to 30 mi · Pets allowed
$247 / night listed, before fees
34 mi from Winchendon
Travel trailer · Towable · Sleeps 10
Pick up in Goffstown
Delivery · Pets allowed
$150 / night listed, before fees
34 mi from Winchendon
Travel trailer · Towable · Sleeps 10
Pick up in Goffstown
Delivery · Pets allowed
$156 / night listed, before fees
34 mi from Winchendon
Camper van · Drivable · Sleeps 2
Pick up in Acton
Pets allowed
$465 / night listed, before fees
34 mi from Winchendon
Camper van · Drivable · Sleeps 4
Pick up in Acton
$494 / night listed, before fees
34 mi from Winchendon
Camper van · Drivable · Sleeps 3
Pick up in Acton
$465 / night listed, before fees
Vans are the easiest to drive and park around Winchendon and into the mountains. 1 listed, typical listed rate $155 a night, sleeping 2 on average.
Camper van · Drivable · Sleeps 2
Pick up in Keene
Pets allowed
$155 / night listed, before fees
Trailers need a tow vehicle unless the owner delivers and sets up. 6 listed near Winchendon, typical listed rate $130 a night, about 28 ft long on average.
Travel trailer · Towable · Sleeps 7
Pick up in Milford
Delivery up to 68 mi
$142 / night listed, before fees
Travel trailer · Towable · Sleeps 6
Pick up in Pepperell
Delivery up to 120 mi · Pets allowed
$120 / night listed, before fees
Travel trailer · Towable · Sleeps 10
Pick up in Milford
Delivery up to 120 mi · Pets allowed
$135 / night listed, before fees
Travel trailer · Towable · Sleeps 5
Pick up in Lyndeborough
Delivery
$150 / night listed, before fees
Travel trailer · Towable · Sleeps 8
Pick up in Hollis
Delivery up to 100 mi · Pets allowed
$175 / night listed, before fees
Travel trailer · Towable · Sleeps 6
Pick up in Milford
Delivery up to 120 mi · Pets allowed
$125 / night listed, before fees
Owners list their RVs for pickup in Milford (3), Templeton (1), Fitchburg (1), Lyndeborough (1), Keene (1), Hollis (1) and nearby towns. 9 listings offer delivery; the typical listed delivery radius is 120 miles, up to 120 miles. Fees and distance are set by each owner.
See Winchendon RVs that deliver · then check that the owner's radius reaches your campground on the listing.
| Campground | Distance | Hookups | Max RV length |
|---|---|---|---|
| Peaceful Pines Campground | 8 mi | Full | 45 ft |
| Monadnock State Park Gilson Pond Area | 12 mi | Electric | 30 ft |
| Field and Stream RV Park | 19 mi | Full | 50 ft |
| Miracle Organic Farm | 20 mi | Full | 40 ft |
| Spacious Skies Seven Maples Campground | 21 mi | Full | 44 ft |
| Blue Heron Camp | 22 mi | Water & electric | 25 ft |
| Spacious Skies Minute Man Campground | 27 mi | Water & electric | 60 ft |
| Secluded spot in nature | 29 mi | Water & electric | 25 ft |
Campgrounds with electric hookups within 60 miles (straight-line), nearest first. Open a campground to check site fit for your RV's length and availability for your dates. All campgrounds
Listed nightly rates near Winchendon run from $100 to $350; half fall between $128 and $179 (median $149). Travel trailer: median $130; Fifth wheel: median $200; Toy hauler: median $350. Cleaning fees, mileage and taxes are extra and vary by owner; refundable deposits are not part of the rental cost.
10 rentals with photos and a nightly rate were listed within 25 miles of Winchendon on Outdoorsy and RVshare as of Nov 8, 2026. That is a listing count, not availability for any dates.
9 listings (90%) offer delivery, typically up to 120 miles; the owner sets the distance and fee.
8 listings (80%) say pets are allowed. Pet fees are set per listing.
10% of rentals near Winchendon are drivable motorhomes or vans. Trailers need a tow vehicle unless the owner delivers and sets up.
Also near Winchendon: campgrounds · glamping & cabins · RV rentals in Massachusetts