139+ Vacation Rentals Near Yankee Flea Market |
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Luxury Home Villas - Vacation Rentals in Yankee Flea Market

Waterfront New England House on Wickaboag Lake! From US $477
         

9.8 (91 Reviews)
House
Waterfront New England House on Wickaboag Lake!
  • Air Conditioner
  • TV
  • View

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Bird Hill Farm From US $89
         

10.0 (2 Reviews)
Bed & Breakfast
Bird Hill Farm
  • Air Conditioner
  • Parking
  • Pet Friendly

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Trainmasters Inn From US $134
         

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9.6 (398 Reviews)
Bed & Breakfast
Trainmasters Inn
  • Air Conditioner
  • Parking
  • TV

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Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA! From US $385
         

9.8 (89 Reviews)
House
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
  • Air Conditioner
  • Parking
  • TV

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The Suite at Liberty Woods From US $203
         

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9.9 (12 Reviews)
House
The Suite at Liberty Woods
  • Air Conditioner
  • Parking
  • View

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Sturbridge Country Inn From US $263
         

4.8 (115 Reviews)
House
Sturbridge Country Inn
  • Parking
  • Security/Safety
  • Guest Services

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Relaxing, Holiday Retreat, Pool, fireplace From US $1,169
         

10.0 (33 Reviews)
House
Relaxing, Holiday Retreat, Pool, fireplace
  • Air Conditioner
  • Parking
  • Pool

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Innkeeper's Place B&B From US $205
         

9.5 (70 Reviews)
Bed & Breakfast
Innkeeper's Place B&B
  • Air Conditioner
  • Parking
  • TV

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Holiday Inn Express & Suites Sturbridge by IHG From US $112
         

9.2 (1002 Reviews)
Hotel
Holiday Inn Express & Suites Sturbridge by IHG
  • Air Conditioner
  • Parking
  • TV

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Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks! From US $380
         

10.0 (86 Reviews)
Cottage
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Serene 1-bedroom suite on 65 acre horse property From US $183
         

10.0 (23 Reviews)
Apartment
Serene 1-bedroom suite on 65 acre horse property
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming 3-bed Lakehouse with Deck and Beach From US $292
         

10.0 (17 Reviews)
House
Charming 3-bed Lakehouse with Deck and Beach
  • Air Conditioner
  • Parking
  • TV

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Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly! From US $434
         

10.0 (15 Reviews)
House
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Brimfield Waterfront cottage From US $249
         

10.0 (14 Reviews)
Cottage
Brimfield Waterfront cottage
  • Air Conditioner
  • Parking
  • TV

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Sunnybrook House - 5 bedroom antique home in landscaped wooded grounds. From US $442
         

10.0 (13 Reviews)
House
Sunnybrook House - 5 bedroom antique home in landscaped wooded grounds.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lakefront cabins for family and friend gatherings From US $732
         

10.0 (7 Reviews)
Cabin
Lakefront cabins for family and friend gatherings
  • Air Conditioner
  • Pet Friendly
  • TV

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Bungalow 19 by the Little Alum Lake in Brimfield From US $204
         

10.0 (6 Reviews)
House
Bungalow 19 by the Little Alum Lake in Brimfield
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming 2-bedroom house in Terrific Sturbridge with AC From US $293
         

10.0 (2 Reviews)
House
Charming 2-bedroom house in Terrific Sturbridge with AC
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Dove Cabin up in the Trees From US $217
         

9.8 (27 Reviews)
Cabin
Dove Cabin up in the Trees
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Sun-Dappled Retreat - Walk to Wickaboag Lake! From US $366
         

9.8 (23 Reviews)
House
Sun-Dappled Retreat - Walk to Wickaboag Lake!
  • Air Conditioner
  • Parking
  • TV

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Lake House in Sturbridge w/All the Views! From US $795
         

9.8 (19 Reviews)
House
Lake House in Sturbridge w/All the Views!
  • Air Conditioner
  • Parking
  • TV

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Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6 From US $164
         

9.8 (9 Reviews)
House
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake From US $258
         

9.6 (31 Reviews)
Cottage
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
  • Air Conditioner
  • Parking
  • TV

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3-bedroom house in perfect Springfield with WiFi, AC From US $265
         

9.6 (7 Reviews)
House
3-bedroom house in perfect Springfield with WiFi, AC
  • Air Conditioner
  • Parking
  • TV

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★ Pro Tip: Luxuryhomevilla makes it easy to compare the best listings on Luxuryhomevilla homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxuryhomevilla 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 Yankee Flea Market.

Weather in Yankee Flea Market

View the weather forecast for Yankee Flea Market before booking your Yankee Flea Market 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

Top Attractions Around Yankee Flea Market, MA

Luxuryhomevilla offers a large selection of top attractions around Yankee Flea Market. Research things to do on your vacation before you visit Yankee Flea Market.


Old Sturbridge Village Brimfield Antique Show Gilbertville Covered Bridge Peaked Mountain Palmer Motorsports Park Wells State Park St. Anne's Shrine Randall's Farm and Greenhouse Rock House Reservation Wilton s Children Store Haviland Pond Beach Minnechaug Mountain Conservation Area Quinebaug Woods Stageloft Repertory Theater Staffordville Beach Wing Memorial Hospital & Medical Cente Baystate Wing Hospital Wing Medical Center

Yankee Flea Market Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Yankee Flea Market?

Currently, the total number of properties listed in 2026 is over 139 in the Yankee Flea Market area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Yankee Flea Market.