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Vacation rentals in Weston

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Top-rated vacation rentals in Weston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest suite in Winchester

5 out of 5 average rating, 162 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

Rental unit in Waltham

4.97 out of 5 average rating, 269 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Guest suite in Weston

5 out of 5 average rating, 138 reviews

FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Home in Wayland

4.78 out of 5 average rating, 464 reviews

Tiny house experience steps from the water!

-Tiny house experience in quiet private neighborhood on its own lot with great backyard & fire pit on private secluded St. -prof cleaned after each guest -High speed internet/ expanded cable -Built in full bed with queen sleeper futon bed that can sleep 2 more -Just a few steps from beautiful Dudley Pond for swimming/fishing and great walking trails Wayland is one of nicest towns in MA yet only a min or two from anything you need and less than half hour from Boston. texts returned instantly

Rental unit in West Newton

4.86 out of 5 average rating, 139 reviews

Entire Apartment in Newton, Close to Boston!

Come stay in this comfortable one bedroom apartment with large open space living room, kitchen area, bathroom, Wi-Fi, parking, and a private entrance onto a gorgeous backyard garden. Centrally located in a quiet neighborhood equidistant from Moody St. in Waltham and West Newton Sq. -- a 15 minute walk from excellent restaurants and an independent movie theater in both directions. Two dance studios with regular weekend dances nearby. To protect guests with allergies, no pets allowed.

Guest suite in Dover

4.97 out of 5 average rating, 231 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stairs climbing required to reach bedroom suite.) I welcome quiet, mature guests. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling, and surprisingly close to downtown Boston. I have owned and loved this home for 33 years and take great joy in its charm and outdoor spaces.

Home in Wayland

4.95 out of 5 average rating, 128 reviews

Quiet & Cozy 4 BR in Metrowest- 25 mins to Boston

Keep it simple at this peaceful and centrally-located home. Cozy, quiet & clean 4 bedroom and 2 bathroom home conveniently located in the Metrowest area- 25 minutes to Boston. Situated in a very quiet neighborhood, close to grocery stores, restaurants and shopping. Guests will have access to the entire home excluding the garage. * Free parking * Free high speed internet/WiFi * Premium Cable channels * Basic cookware & dinnerware * Access to free Washer & Dryer * Keypad Entry System

Guest suite in Concord

4.97 out of 5 average rating, 115 reviews

Water front cabin-like guest suite on a quiet pond

Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Guest suite in Wellesley

4.97 out of 5 average rating, 253 reviews

Spacious Private Entrance Master Bedroom/Bath

Private entrance master bedroom w/exclusive use attached bathroom. Studio-like room; exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, grocery. Short drive to Babson. Sizable room, tasteful decor, king bed, sofa, microwave, mini-fridge (NO TV/NO KITCHEN). High-speed wifi, deck, view of treetops. Safe suburban neighborhood; good walk trails, walk to tennis/spa/gym/yoga w/reasonable day fees.

Rental unit in Hudson

4.85 out of 5 average rating, 323 reviews

Private Mother-In-Law apartment on the lake!

Waterfront on the Lake with a private beach and dock. Relax on your deck and Patio with Wonderful Views. This is a mother-in-law private downstairs apartment complete with kitchen and separate entrance. Enjoy the lake with a fire pit and use of paddle boat and kayaks (life jackets provided). Enjoy the wonderful eclectic restaurants in downtown Hudson including a Micro Brewery, Pub, Martini Bar, Micro Creamery and even a SpeakEasy.

Guest suite in West Newton

4.92 out of 5 average rating, 218 reviews

Private 1 Bedroom suite In West Newton

Separate & private entrance to the lower level of a single-family home. You will have a clean, quiet bedroom, sitting area & private bathroom all to yourself. There is off street parking. There is a fridge/microwave. Newton is 10 miles west of Boston and easily accessible by public transportation & the MA Pike, Rt 95 & 128. The neighborhood is very quiet and safe. I follow all the AirB&B cleaning protocols.

Rental unit in Concord

4.95 out of 5 average rating, 194 reviews

Mema's Place --Lovely apartment in private home

This private apartment in a lovely home in historic Concord, Massachusetts features one bedroom with queen bed, living room, kitchen, bathroom, and porch. Your apartment is locked off from the rest of the home and you have your own entrance. We are within 4 miles of Concord Academy, Middlesex School, the North Bridge, Sleepy Hollow Cemetery (where Alcott, Thoreau, Emerson, and Hawthorne are buried).

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Popular amenities for Weston vacation rentals

Free parking on premises

Air conditioning

Stay near Weston's top sights

Brandeis University17 locals recommend

Starbucks26 locals recommend

CVS26 locals recommend

Mu Lan Taiwanese Restaurant (Waltham)18 locals recommend

McDonald's18 locals recommend

Riverside station15 locals recommend

Other great vacation rentals in Weston

Home in Stoneham

4.93 out of 5 average rating, 177 reviews

Entire Apartment in Stoneham

Guest suite in Arlington

4.91 out of 5 average rating, 233 reviews

Modern and comfortable studio apartment

Guest suite in Framingham

4.84 out of 5 average rating, 68 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Home in Weston

4.98 out of 5 average rating, 87 reviews

Spacious vacation unit in premium suburban town

Guest suite in Arlington

4.92 out of 5 average rating, 117 reviews

Stylish Studio - ✓Sanitized ✓Private ✓Spotless

Place to stay in Sherborn

4.97 out of 5 average rating, 269 reviews

Entire Historic Carriage House with Fireplace & AC

Rental unit in Concord

4.93 out of 5 average rating, 365 reviews

Cottage Suite "A" - Walk to Shops, Train, History

Condo in Waltham

4.92 out of 5 average rating, 159 reviews

New Super Modern 2 bed in Waltham

Quick stats about vacation rentals in Weston

Total rentals
40 properties
Total number of reviews
930 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Frequently Asked Questions

Are there family-friendly vacation rentals in Weston?
Weston has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Weston have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Weston. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Weston?
Make yourself at home in Weston by choosing from our most frequently booked neighborhoods. We have over 320 vacation rentals in Roberts, over 320 vacation rentals in Brandeis, and over 320 vacation rentals in Newton Lower Falls.
How much does it cost to stay in apartment rentals in Weston?
Experience the best of Weston with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Weston?
Yes! Work meets play with ease at over 20 vacation rentals in Weston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Weston have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Weston. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Weston?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Weston have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Weston. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore