Winter Rentals
Verified & Protected
Woodstone at Massanutten & Woodstone Casas
McGaheysville, Virginia- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,275 ($182/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,495 ($214/night)
Verified & Protected
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,505 ($644/night)
Verified & Protected
Port O'Call
Hilton Head Island, South Carolina- Feb 21–28, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $999 ($143/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $7,655 ($1,094/night)
Verified & Protected
Hyatt Main Street Station, A Hyatt Residence Club
Breckenridge, Colorado- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
Verified & Protected
Westin Desert Willow
Palm Desert, California- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($284/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($564/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($253/night)
Verified & Protected
Hacienda Encantada Resort & Residences
Cabo San Lucas, Mexico- Feb 21–28, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 4
- $1,769 ($253/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,161 ($309/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,020 ($860/night)
Verified & Protected
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($917/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
Royal Haciendas
Playa del Carmen, Mexico- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $944 ($135/night)
Verified & Protected
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Feb 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,268 ($467/night)
Verified & Protected
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 21–27, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,615 ($436/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Verified & Protected
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,205 ($315/night)
Royal Haciendas
Playa del Carmen, Mexico- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,330 ($190/night)
Verified & Protected
The Ridge Tahoe
Stateline, Nevada- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($268/night)
Verified & Protected
Valdoro Mountain Lodge, a Hilton Grand Vacations Club
Breckenridge, Colorado- Feb 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $820 ($273/night)
Verified & Protected
Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,319 ($188/night)
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,217 ($602/night)
Verified & Protected
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,835 ($1,405/night)
Verified & Protected
Hyatt Main Street Station, A Hyatt Residence Club
Breckenridge, Colorado- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $944 ($135/night)
Verified & Protected
Hyatt Residence Club Beaver Creek, Mountain Lodge
Beaver Creek, Colorado- Feb 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($917/night)
Verified & Protected
The Cliffs at Princeville
Princeville, Hawaii- Feb 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
The Ritz-Carlton Club, Vail
Vail, Colorado- Feb 21–28, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $11,470 ($1,639/night)
Verified & Protected
The Charter Club of Marco Beach
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
Marriott's Shadow Ridge II - The Enclaves
Palm Desert, California- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,001 ($429/night)
Verified & Protected
Marriott's Shadow Ridge II - The Enclaves
Palm Desert, California- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Feb 21 – Mar 1, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,554 ($319/night)
Verified & Protected
Valdoro Mountain Lodge, a Hilton Grand Vacations Club
Breckenridge, Colorado- Feb 21–28, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,423 ($346/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,275 ($182/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Feb 21–27, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,659 ($276/night)