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Wayland Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Wayland Vacation Homes

Our top choices for Wayland vacation homes

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Interior

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (170)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access
Smart TV, fireplace

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

9.8 out of 10, Exceptional, (7)
"This house was just what our family needed for a “home base” while we enjoyed a few days in central New England. It was comfortable and clean, and it was easy to prepare meals when we ate in or packed lunches. Lin was very quick and helpful with communication, and I’d definitely stay again when we’re next In the area!"
The price is CA $280
CA $402 total
includes taxes & fees
Sep 16 - Sep 17
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access
Charming Boston Home | Near T
TV, offices

Charming Boston Home | Near T

Charming Boston Home | Near T
Enchanting Hidden Door Escape
Fridge, microwave, oven, stovetop

Enchanting Hidden Door Escape

2.0 star property
10.0 out of 10, Exceptional, (17)
"Amazing modern house very clean and spacious. Would book again "
The price is CA $494
CA $1,036 total
includes taxes & fees
Aug 26 - Aug 27
Enchanting Hidden Door Escape
17 - 4BR Randolph - Cozy Single House
Private kitchen

17 - 4BR Randolph - Cozy Single House

The price is CA $210
CA $623 total
includes taxes & fees
Aug 31 - Sep 1
17 - 4BR Randolph - Cozy Single House
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Fridge, microwave, oven, stovetop

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (65)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Hidden Gem right in the city of Boston!
Interior

Hidden Gem right in the city of Boston!

9.6 out of 10, Exceptional, (22)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
The price is CA $180
CA $548 total
includes taxes & fees
Aug 31 - Sep 1
Hidden Gem right in the city of Boston!
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Smart TV, video games, computer monitors, printers

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (64)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Lake Access 4 Bed 3 Full Bath
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (19)
"What a great place to cook dinner and have a night with the girls! "
The price is CA $523
CA $1,153 total
includes taxes & fees
Aug 25 - Aug 26
Lake Access 4 Bed 3 Full Bath
Spacious, New Renovation | Near T
Fridge, microwave, oven, stovetop

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (10)
"It was a great experience for all of our students who used this as a 'home base' for the 3 packed days in Boston. Great property, and very attentive hosts. "
Spacious, New Renovation | Near T
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Marina

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

9.6 out of 10, Exceptional, (87)
"Easy and fast communication with host, was a great stay."
The price is CA $556
CA $1,030 total
includes taxes & fees
Aug 24 - Aug 25
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Essential Boston Home | Near South End
Fridge, microwave, oven, stovetop

Essential Boston Home | Near South End

10.0 out of 10, Exceptional, (4)
"It was great!"
Essential Boston Home | Near South End
Remodeled Townhouse close to Boston
Private kitchen

Remodeled Townhouse close to Boston

9.8 out of 10, Exceptional, (39)
"The house was super clean and cozy. "
Remodeled Townhouse close to Boston
Beautifully Renovated Cozy Home
Private kitchen

Beautifully Renovated Cozy Home

Beautifully Renovated Cozy Home
Casa Castor • Private Room 3
Free WiFi, bed sheets

Casa Castor • Private Room 3

The price is CA $137
CA $184 total
includes taxes & fees
Aug 26 - Aug 27
Casa Castor • Private Room 3
Comfortable and Central 3 Bed Apartment
Exterior detail

Comfortable and Central 3 Bed Apartment

Comfortable and Central 3 Bed Apartment
Terrific vacation house only 4.5 miles away from downtown Boston
Outdoor dining

Terrific vacation house only 4.5 miles away from downtown Boston

10.0 out of 10, Exceptional, (43)
"Had everything as listed and was a good location."
The price is CA $419
CA $914 total
includes taxes & fees
Aug 25 - Aug 26
Terrific vacation house only 4.5 miles away from downtown Boston
Beautiful Lakefront Home with Private Beach
Lake

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach
Cozy 3 BDR House in Lexington, MA
Terrace/patio

Cozy 3 BDR House in Lexington, MA

6.0 out of 10, (1)
"Things that were great:Spacious bedrooms and comfy bedsPlenty of HOT waterKitchen gadgets galoreMain level feels huge - extra room to spread outBeautiful backyard/neighborhoodEasy Check-inThings not so great:When we arrived it was raining, hard, temperature in the low 50s. Some windows were open, rain was coming in. House temp was 56. Contacted the PM right away and they explained that there had been trash left in the house and it did not smell pleasant - that's great, thanks for airing it...
Cozy 3 BDR House in Lexington, MA
Cape cod style seaside condo Boston, Airport,Train
Terrace/patio

Cape cod style seaside condo Boston, Airport,Train

9.4 out of 10, Exceptional, (8)
"Property and owners were top notch. Views were amazing"
Cape cod style seaside condo Boston, Airport,Train
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 Wayland Hotel Reviews

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

10/10 Excellent
"Great location "
Mallory 1-night trip
Posted 7 hours ago
Copley Square Hotel, a FOUND Hotel