Choose from 10 vacation rentals located in Wellesley, Massachusetts. Top filters in Wellesley include Air conditioner, Internet / Wifi, and Kitchen / Kitchenette. Prices range from $62 to $2,100 per night. Our most popular vacation rental types near Wellesley are Hotel and RV.

Top vacation rentals in Wellesley

Cozy living room looking onto lawn and fountain! Curl up with a thrilling novel.
House
 in Wellesley
Quiet Entire Home/Office - Best Location - Walk to Train/Colleges/Grocery
4 guests · 2 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Looking for a House in Wellesley, this House for $396 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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House
 in Wellesley
Near All Colleges Quiet Entire home /Office in Central Wellesley
4 guests · 2 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our House in Wellesley has everything you need for a rejuvenating stay. Treat yourself to Near All Colleges Quiet Entire home /Office in Central Wellesley's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$
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Room
5.0
Outstanding(61 Reviews)
Condo
 in Wellesley
Spacious Private Entrance Master Bedroom/Bath
2 guests · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Wellesley, at $82 per night for your next great vacation.

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4.0
Good(1 Review)
Bed and Breakfast
 in Wellesley
Spacious master bedroom and bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This inviting Bed and Breakfast in Wellesley can fit your needs for many types of vacations, at $125 per night.

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Wellesley

Wellesley travel guide

Let us help you plan your perfect Wellesley vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Wellesley, and more.

Frequently asked questions

What is the price range for rentals in Wellesley?

Vacation rentals in Wellesley have a price range between $62-$2,100. The average price for rentals in Wellesley is $174 per night.

What are the top things to do in Wellesley, MA?

Wellesley, MA is an amazing town with a lot of fun activities to enjoy. Here are the top things to do in Wellesley:

  • Visit the Wellesley College campus
  • Go for a walk or a run along the Charles River
  • Explore the scenic trails at Longfellow's Wayside Inn
  • Peruse the shops and restaurants of Linden Square

What are the most popular vacation rental amenities in Wellesley, MA?

The most popular vacation rental amenities in Wellesley, MA include:

  • Spacious living rooms with comfortable seating
  • Fully equipped kitchen
  • Modern bathrooms with plush towels
  • Complimentary high-speed Wi-Fi
  • Flat-screen TVs with cable access

Where is Wellesley, MA?

Wellesley, MA is a town in the Greater Boston area located in Norfolk County. It is a popular suburb of Boston, and is home to Wellesley College, a private women's college. Wellesley is about 13 miles west of downtown Boston, and is bordered by Weston, Needham, and Natick.

What are the best neighborhoods to visit in Wellesley, MA?

The best neighborhoods to visit in Wellesley, MA are:

  • Downtown Wellesley
  • Cliff Estates
  • Wellesley Hills

Each neighborhood has its own unique charm and offers something different to visitors. Downtown Wellesley is known for its quaint shops and restaurants, Cliff Estates is perfect for nature lovers, and Wellesley Hills is home to some of the best schools in the country.

What are the popular shopping destinations in Wellesley, MA?

Wellesley, MA is home to a variety of popular shopping destinations. Here are a few of the most popular:

  • Wellesley Square: A shopping center featuring stores like Whole Foods, Trader Joe's, and Sephora.
  • Linden Square: A shopping plaza with stores like Starbucks, Talbots, and J. Crew.
  • Wellesley Marketplace: An outdoor shopping mall with stores like Apple, Pottery Barn, and Crate & Barrel.

Is Wellesley, MA safe to travel to?

Wellesley, MA is generally a safe place to visit. Here are a few tips to ensure a safe trip:

  • Be aware of your surroundings
  • Avoid walking alone at night
  • Keep valuables out of sight

By following these tips, you should have a safe and enjoyable time while visiting Wellesley, MA.

What is the culture like in Wellesley, MA?

Wellesley, MA is a vibrant and diverse community with a strong sense of community and culture. Residents of Wellesley enjoy a variety of activities, events, and organizations that celebrate the town's culture. Here are five ways to experience the culture in Wellesley:

  • Outdoor Activities: Wellesley is home to a variety of outdoor activities, such as hiking at the Charles River Reservation, swimming at Lake Waban, and kayaking at the Wellesley Country Club.
  • Arts & Entertainment: Wellesley is home to a vibrant arts and entertainment scene, with a variety of galleries, theaters, and music venues.
  • Cultural Events: Wellesley hosts a variety of cultural events throughout the year, including the Wellesley Village Fair, the Wellesley International Film Festival, and the Wellesley Music Festival.
  • Culinary Scene: Wellesley’s culinary scene is diverse and vibrant, with a variety of restaurants, cafes, and food trucks.
  • Community Organizations: Wellesley is home to a variety of community organizations, such as the Wellesley Historical Society, the Wellesley Garden Club, and the Wellesley Education Foundation.

Where can I find affordable accommodation in Wellesley, MA?

Wellesley, MA offers a variety of affordable accommodations. Here are a few to consider:

  • Wellesley Inn & Suites – Located near the Charles River, this hotel offers modern amenities and comfortable rooms at a reasonable price.
  • Extended Stay America – This hotel provides fully-equipped kitchens and pet-friendly rooms with free Wi-Fi, perfect for short or long-term stays.
  • Holiday Inn Express & Suites – This hotel offers a convenient location near the commuter rail and a complimentary breakfast.
  • The Inn at Wellesley – This boutique hotel offers luxurious rooms and suites with free Wi-Fi and a complimentary breakfast.

How can I get around in Wellesley, MA?

You can get around in Wellesley, MA in a few different ways:

  • By car
  • By public transportation
  • By bike

The MBTA commuter rail provides service to Wellesley from Boston, and there are also several bus and shuttle routes available. Additionally, Wellesley has implemented several bike paths and trails for cyclists.

What are the must-visit tourist attractions in Wellesley, MA?

Wellesley, MA is a charming town with plenty of attractions for visitors to explore. Here are some of the must-visit tourist attractions in Wellesley:

  • Wellesley College
  • Wellesley College Botanic Gardens
  • Brook Path
  • Wellesley Historical Museum

Whether you are interested in history, nature, or just a leisurely stroll, Wellesley has something for everyone. Make sure to check out these attractions to get the full Wellesley experience.

What do I need to know before visiting Wellesley, MA?

Before visiting Wellesley, MA, it's important to know the following:

  • Wellesley is located about 14 miles west of Boston.
  • It's known for its high-performing public school system.
  • It's home to Wellesley College, a prestigious private women's liberal arts college.

You'll also need to familiarize yourself with the local attractions, restaurants, and transportation options. Be sure to bring comfortable shoes for all your adventures in Wellesley!

What are the most popular vacation rental amenities in Wellesley?

  • Air conditioner
  • Internet / Wifi
  • Kitchen / Kitchenette

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