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Search Vacation Homes in Wellesley

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Vacation Homes in Wellesley

Lorenzo Inn

Dorchester
$347 nightly
The price is $399
Nov 9 - Nov 10
Total with taxes and fees
Lorenzo Inn

Tranquil beautiful 3-bedroom house conveniently located! Quiet area/ amenities!

Stoneham
$594 nightly
The price is $652
Nov 9 - Nov 10
Total with taxes and fees
Tranquil beautiful 3-bedroom house conveniently located! Quiet area/ amenities!

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Bayside
9.8 out of 10, Exceptional, (14)
"Excellent"
United States
Sandy S.
$366 nightly
The price is $402
Nov 10 - Nov 11
Total with taxes and fees
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Gorgeous Beacon Hills Studio next to State house

Beacon Hill
9.8 out of 10, Exceptional, (30)
"great room and better location "
United States
jonathan C.
$330 nightly
The price is $379
Nov 28 - Nov 29
Total with taxes and fees
Gorgeous Beacon Hills Studio next to State house

3BR3Bth Entire House/Steps to Downtown & TD Garden

North End
10.0 out of 10, Exceptional, (2)
"Clean and bright throughout, host was great with timely responses to all inquiries. Maybe not the best for young children bc of the all the stairs (which are beautiful btw)."
United States
Margaret S.
$514 nightly
The price is $591
Dec 2 - Dec 3
Total with taxes and fees
3BR3Bth Entire House/Steps to Downtown & TD Garden

39 - 3BR - Quincy Stunning Townhouse near Adams

Quincy
9.6 out of 10, Exceptional, (50)
"Everything was wonderful"
United States
Eric C.
$291 nightly
The price is $325
Nov 9 - Nov 10
Total with taxes and fees
39 - 3BR - Quincy Stunning Townhouse near Adams

41 - 3BR Quincy - Lovely Townhouse near Adams

Quincy
9.6 out of 10, Exceptional, (25)
"Nice and clean place with parking. All questions were answered quickly. We enjoyed our stay!"
United States
victoria
$303 nightly
The price is $339
Nov 9 - Nov 10
Total with taxes and fees
41 - 3BR Quincy - Lovely Townhouse near Adams

37 - 3BR Quincy - Cozy Townhouse near Adams Park

Quincy
9.2 out of 10, Wonderful, (36)
"Super clean property. The location was great for us."
United States
Leslie L.
$303 nightly
The price is $339
Nov 9 - Nov 10
Total with taxes and fees
37 - 3BR Quincy - Cozy Townhouse near Adams Park

LUXE 3BR Near Boston, Airport, and Beach!

Revere
9.8 out of 10, Exceptional, (6)
"Loved the property! Would defiantly rent again! "
United States
Jessica C.
$329 nightly
The price is $368
Nov 12 - Nov 13
Total with taxes and fees
LUXE 3BR Near Boston, Airport, and Beach!

Hidden Gem right in the city of Boston!

Hyde Park
9.6 out of 10, Exceptional, (24)
"We had a wonderful stay. The apartment was exactly as advertised. It’s very clean and in a cute borough with some great restaurants and shops and any other convenience you might need. The apartment has a large kitchen that’s great for cooking your own meals if you wish to do so. Check in was completely seamless even though we were arriving late at night. "
Canada
Penelope M.
$343 nightly
The price is $394
Nov 18 - Nov 19
Total with taxes and fees
Hidden Gem right in the city of Boston!

Cozy Large House close to TUFTS/Harvard/MIT 4BR

South Medford
9.6 out of 10, Exceptional, (8)
"Very nice house check in was easy there was parking and the beds were comfortable. Shower with great water pressure and a well stocked kitchen for making and eating food! "
United States
Ronan B.
$464 nightly
The price is $500
Nov 10 - Nov 11
Total with taxes and fees
Cozy Large House close to TUFTS/Harvard/MIT 4BR

Entire Private home 3BDS 1 and half BTHS/ Pet Friendly with fee

Lynn
9.4 out of 10, Exceptional, (3)
"Fantastic! The easiest check in and check out I’ve ever had super clean. So close to everything. Would highly recommend "
United States
Amanda W.
$394 nightly
The price is $432
Nov 10 - Nov 11
Total with taxes and fees
Entire Private home 3BDS 1 and half BTHS/ Pet Friendly with fee

✨Private Studio w/ Loft Center Historic Carlisle✨

Carlisle
9.2 out of 10, Wonderful, (32)
"Great"
United States
J Rhoads R.
$199 nightly
The price is $210
Nov 11 - Nov 12
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨

17 - 4BR Randolph - Cozy Single House

Randolph
10.0 out of 10, Exceptional, (2)
"The pictures on the website were accurate. The host was easy to reach for questions and the check in and check out instructions were prompt and clear. We did not have any issues."
United States
Kathleen R.
$393 nightly
The price is $439
Nov 11 - Nov 12
Total with taxes and fees
17 - 4BR Randolph - Cozy Single House

Spacious & Convenient 1BR unit-20min to Boston

2.0 star property
Melrose
10.0 out of 10, Exceptional, (14)
"The host stays in the same building and are friendly and helpful. We enjoy the timely response from th host, the clean and modern property, and the convenient location! "
United States
Szu-Yu C.
$334 nightly
The price is $374
Nov 10 - Nov 11
Total with taxes and fees
Spacious & Convenient 1BR unit-20min to Boston

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Quincy
10.0 out of 10, Exceptional, (1)
"Nice amount of room and overall cleanliness."
United States
Jodi A.
$257 nightly
The price is $287
Nov 20 - Nov 21
Total with taxes and fees
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Framingham
10.0 out of 10, Exceptional, (13)
"No complaints. Would stay again if ever in the area in the future."
United States
matt c.
$223 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

Everett
10.0 out of 10, Exceptional, (2)
"We went to a concert at TD Gardens and this place was perfect for 2 couples in close proximity!"
United States
Chelsea J.
$319 nightly
The price is $334
Nov 17 - Nov 18
Total with taxes and fees
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

Enchanting Hidden Door Escape

2.0 star property
Stoneham
9.8 out of 10, Exceptional, (23)
"Great house and location for what our family needed for our recent trip! "
United States
Jenifer H.
$560 nightly
The price is $603
Nov 10 - Nov 11
Total with taxes and fees
Enchanting Hidden Door Escape
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wellesley Hotel Reviews

Find out more about Wellesley

Wellesley Vacation Homes information

Number of reviews
273
Accommodation
457 Vacation Homes
Lowest Price
$210
Highest Price
$603

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