Wellesley vacation rentals

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Best Wellesley vacation rentals

Most recommended vacation rentals in Wellesley

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Spacious Private Entrance Master Bedroom/Bath - Wellesley - Building
Spacious Private Entrance Master Bedroom/Bath
Wellesley, MA
9.9Wonderful(40)
Free Wi-Fi
$126+
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Lovely studio walk to Wellesley and Babson College - Wellesley - Bedroom
Lovely studio walk to Wellesley and Babson College
Wellesley, MA
$254+
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Beautiful home in Wellesley's Historic district - Wellesley - Bedroom
Beautiful home in Wellesley's Historic district
Wellesley, MA
$2,915+
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Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail. - Wellesley - Building
Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail.
Wellesley, MA
$85+
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Extend your rest in the Wellesley Square's best - Wellesley - Building
Extend your rest in the Wellesley Square's best
Wellesley, MA
$134+
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Wellesley. 1 mi. Babson, Wellesley collge- sep entry, AC, full bath,mwave,fridge - Wellesley
Wellesley. 1 mi. Babson, Wellesley collge- sep entry, AC, full bath,mwave,fridge
Wellesley, MA
Pet friendly
$236+
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Furnished Studio + Private Patio + Parking In Wellesley Square - Wellesley
Furnished Studio + Private Patio + Parking In Wellesley Square
Wellesley, MA
Pet friendly
$136+
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Charming 3BR Colonial Home in Wellesley - Wellesley
Charming 3BR Colonial Home in Wellesley
Wellesley, MA
$264+
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$0 - $729$729 - $1,458$1,458 - $2,187$2,187 - $2,915$2,915+ per night

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Good to know

Low season

July

High season

March

Average price (weeknight)

$1,500
Cheapest month to stay with an average 84% drop in price.
Most expensive month to stay with an average 60% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Wellesley vacation rental deals

  • The best vacation rental property in Wellesley is Spacious Private Entrance Master Bedroom/Bath (9.9, 40 reviews), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Wellesley, you should consider visiting during the low season. The cheapest vacation homes in Wellesley can be found in July and February.
  • The cheapest night for renting a vacation home in Wellesley is Wednesday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Wellesley for 18 days.

FAQs when booking a vacation home in Wellesley

  • What types of vacation rentals are available in Wellesley?

    in Wellesley you’ll find that most vacation rentals are houses.

  • Are there any pet-friendly vacation rentals in Wellesley?

    There are a number of dog and pet-friendly Wellesley vacation rentals, with around 13% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Wellesley?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Wellesley?

Our map will help you find the perfect place to stay in Wellesley by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Wellesley

Wellesley vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Wellesley. Find cheap vacation homes to rent in Wellesley. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Wellesley that suits you best.

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