Vacation rentals in Wayland

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Top-rated vacation rentals in Wayland

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Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 109 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

Jan 4 – 11

€ 125 per night

Guest favorite

Guest suite in Weston

5.0 out of 5 average rating, 116 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 15 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.

Apr 14 – 21

€ 231 per night

Guest favorite

Guest suite in Wellesley

4.98 out of 5 average rating, 214 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.

Sep 16 – 23

€ 163 per night

Guest favorite

Guest suite in Dover

4.97 out of 5 average rating, 185 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.

Apr 25 – May 2

€ 155 per night

Superhost

Guest suite in Wayland

4.87 out of 5 average rating, 120 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.

Dec 29 – Jan 5

€ 219 per night

Guest favorite

Guest suite in Littleton

4.91 out of 5 average rating, 316 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.

Jun 13 – 20

€ 117 per night

Guest favorite

Apartment in Framingham

4.95 out of 5 average rating, 185 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

Jul 2 – 9

€ 123 per night

Guest favorite

Apartment in Hudson

4.85 out of 5 average rating, 295 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.

Nov 12 – 19

€ 102 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.

Apr 4 – 11

€ 125 per night

Guest favorite

Guest suite in Marlborough

4.88 out of 5 average rating, 252 reviews

Professional Accommodations!

Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

Jan 9 – 16

€ 71 per night

Guest favorite

Guesthouse in Framingham

4.98 out of 5 average rating, 203 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.

Oct 10 – 17

€ 123 per night

Guest favorite

Apartment in Natick

4.98 out of 5 average rating, 333 reviews

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles. EV charging available.

Oct 18 – 25

€ 140 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 Framingham

4.92 out of 5 average rating, 259 reviews

Spacious 2 Br with All The Comforts Of Home

Jan 17 – 24

€ 187 per night

Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 210 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Mar 20 – 27

€ 139 per night

Guest favorite

Apartment in Maynard

4.91 out of 5 average rating, 443 reviews

New Renovated Attic Apartment in Downtown Maynard

Jun 30 – Jul 7

€ 143 per night

Guest favorite

Home in Framingham

4.89 out of 5 average rating, 246 reviews

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

May 29 – Jun 5

€ 199 per night

Guest favorite

Townhouse in Concord

4.93 out of 5 average rating, 330 reviews

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

Sep 30 – Oct 7

€ 214 per night

Guest favorite

Guest suite in Sherborn

4.98 out of 5 average rating, 242 reviews

Entire Historic Carriage House with Fireplace & AC

Jul 25 – Aug 1

€ 220 per night

Guest favorite

Apartment in Newton

4.96 out of 5 average rating, 383 reviews

Sunny apartment in gracious Victorian

Jul 24 – 31

€ 179 per night

Guest favorite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 217 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Aug 5 – 12

€ 132 per night

Show all

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 wifi, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, 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 Framingham

Apartment in Waltham

Apartment in Maynard

Home in Framingham

Townhouse in Concord

Guest suite in Sherborn

Apartment in Newton

Guest suite in Tyngsborough

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