Vacation rentals in Wayland

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Top-rated vacation rentals in Wayland

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Guest favorite

Home in Framingham

4.89 out of 5 average rating, 246 reviews

1BR—Bright & Cozy 2-Level Home — 25 Min to Boston

750sqft One-Bedroom, 2-Level Apartment @ our 3-Rental Property 1st Floor: —Fully Stocked Granite Kitchen w/Dishwasher + Essentials & Cookware —Living Room w/Queen Sofa Bed & Dining Table 2nd Floor: —Bedroom - Queen Memory Foam Bed + Full Length Mirror —Bathroom - Shower/Tub —Desk & Chair + Wardrobe Backyard Patio Laundry Room (Basement) Driveway Parking 25 min to Boston 15 min walk to Train 5 min walk to Jack’s Abby Brewery 3 min walk to Park/Playground Cleaned & Sanitized/COVID Conscious Host

May 1 – 8

G$33,726 GYD per night

Guest favorite

Apartment in Framingham

4.92 out of 5 average rating, 259 reviews

Spacious 2 Br with All The Comforts Of Home

This a quaint apartment . Not your typical hotel room. In a country setting but 5-10 minutes from great shopping, restaurants, parks, colleges and major highways. Boston is 22.5 miles away. Fenway Park is 20 miles. Worcester is 17 miles. Private location overlooking conservation land. Walk to great hiking and biking trails but car needed for other activities. Full kitchen, laundry room and living room in addition to 2 br and bath. It has the comfort of a home away from home. Please NO PETS.

Dec 14 – 21

G$33,896 GYD per night

Guest favorite

Guest suite in Wellesley

4.98 out of 5 average rating, 210 reviews

Spacious Private Entrance Master Bedroom/Bath

Private entrance master bedroom w/exclusive use of attached master bathroom. Studio apartment-like room w/private exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, stores, Whole Foods. Short drive to Babson. Sizable room, tasteful decor, king bed, sitting area, microwave, fridge (no TV). High-speed wifi, deck, situated amongst the treetops. Safe suburban neighborhood. Walk/jog trails, tennis courts, walk to spa/gym/yoga w/reasonable day fees.

Feb 8 – 15

G$31,830 GYD per night

Guest favorite

Guest suite in Dover

4.98 out of 5 average rating, 181 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.

Mar 26 – Apr 2

G$31,190 GYD per night

Guest favorite

Apartment in Maynard

4.91 out of 5 average rating, 441 reviews

New Renovated Attic Apartment in Downtown Maynard

Newly renovated private attic apartment in downtown Maynard with full kitchen, living room and bedroom/office. A warm, cozy space with plenty of natural light! Free parking on site for 1 vehicle, and only 2 miles from the Fitchburg commuter rail line, which will bring you right into North Station in Boston! Walking distance to restaurants, cleaners, movie theater, gym, golf course, shopping... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

Jun 27 – Jul 4

G$28,887 GYD per night

Guest favorite

Townhouse in Concord

4.93 out of 5 average rating, 329 reviews

Cottage Suite-Walk to Shops, Train. Town approved.

This is a private unit with no shared areas. It is the front corner of our house and is completely separate. However, you will share walls like in an apartment. Kitchen includes: sink, microwave, fridge, Keurig, and water boiler. Private gated outside lawn and patio. History, nature, dining & shopping are VERY CLOSE. Open and welcoming to ALL types of people. There is a CLEANING FEE in addition to the nightly fee. TV with internet (Prime, Hulu & Netflix) but NO LIVE TV OR CABLE

Jun 27 – Jul 4

G$39,714 GYD per night

Superhost

Guest suite in Wayland

4.86 out of 5 average rating, 117 reviews

Private and Clean 2 Bedroom Apartment

Private and clean renovated 2 bedroom apartment in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 6 comfortably in 2 queen beds and 1 futon. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27. Close to many colleges and MetroWest office parks.

Sep 21 – 28

G$37,499 GYD per night

Guest favorite

Guest suite in Littleton

4.91 out of 5 average rating, 312 reviews

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

Oct 3 – 10

G$22,108 GYD per night

Guest favorite

Apartment in Framingham

4.95 out of 5 average rating, 181 reviews

Comfortable apartment in Framingham

Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside

Jun 29 – Jul 6

G$20,980 GYD per night

Guest favorite

Apartment in Hudson

4.85 out of 5 average rating, 292 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.

Oct 21 – 28

G$18,608 GYD per night

Guest favorite

Apartment in Concord

4.94 out of 5 average rating, 207 reviews

Bishop Suite - Private suite in historic Concord

I live in historic Concord, Massachusetts, 4 miles from Concord Academy, Fenn School, Middlesex School, and many historical sites, and less than 30 miles from downtown Boston. About 4 miles from the commuter rail (train) to downtown Boston, and 2 miles to restaurants, grocery, and any kind of store you would need. For guests staying over 2 weeks, discounts can be negotiated, and an additional $75 cleaning fee will be assessed.

Mar 8 – 15

G$23,819 GYD per night

Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 197 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Jan 16 – 23

G$23,050 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wayland vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wayland's top sights

Dudley Chateau3 locals recommend

Mel's Commonwealth Cafe4 locals recommend

Donelan's Supermarket4 locals recommend

Other great vacation rentals in Wayland

Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Feb 4 – 11

G$26,065 GYD per night

Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 101 reviews

Warm and cozy 1st flr sweet guest suite w parking

Jul 3 – 10

G$26,674 GYD per night

Guest favorite

Guest suite in Weston

5.0 out of 5 average rating, 114 reviews

FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON

Nov 13 – 20

G$46,725 GYD per night

Guest favorite

Guest suite in Sherborn

4.97 out of 5 average rating, 239 reviews

Entire Historic Carriage House with Fireplace & AC

Jun 10 – 17

G$38,304 GYD per night

Guest favorite

Guest suite in Concord

4.94 out of 5 average rating, 236 reviews

2 BR Suite, Private Entrance, Woodlands, Quiet

Jul 31 – Aug 7

G$35,665 GYD per night

Superhost

Barn in Carlisle

4.84 out of 5 average rating, 511 reviews

✨Entire Secluded Barn Suite Ctr Historic Carlisle✨

Dec 29 – Jan 5

G$25,868 GYD per night

Guest favorite

Guest suite in Marlborough

4.88 out of 5 average rating, 248 reviews

Professional Accommodations!

May 24 – 31

G$16,035 GYD per night

Guest favorite

Home in Wayland

4.95 out of 5 average rating, 97 reviews

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

Sep 8 – 15

G$51,490 GYD per night

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Quick stats about vacation rentals in Wayland

Total rentals	20 properties
Popular amenities	Kitchen, Wifi, and Pool
Wifi availability	20 properties include access to wifi
Rentals with dedicated workspaces	10 properties have a dedicated workspace
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	1.4K reviews

Frequently Asked Questions

Do house rentals in Wayland have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Wayland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wayland have wifi?
Absolutely! We offer over 10 house rentals with wifi in Wayland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wayland have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Wayland. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Wayland?
Yes! Work meets play with ease at over 10 vacation rentals in Wayland featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Wayland?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Wayland?
Wayland has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Wayland

Top-rated vacation rentals in Wayland

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Wayland vacation rentals

Stay near Wayland's top sights

Other great vacation rentals in Wayland

Apartment in Waltham

Guest suite in Winchester

Guest suite in Weston

Guest suite in Sherborn

Guest suite in Concord

Barn in Carlisle

Guest suite in Marlborough

Home in Wayland

Quick stats about vacation rentals in Wayland

Total rentals

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Wayland have air conditioning?

Do house rentals in Wayland have wifi?

Do house rentals in Wayland have a kitchen?

Are there vacation rentals with a dedicated workspace in Wayland?

What are the most popular amenities for House Rentals in Wayland?

Are there family-friendly vacation rentals in Wayland?

Destinations to explore