
Holiday rentals in Wakefield
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Quick stats about holiday rentals in Wakefield

Total holiday rentals
Explore 40 holiday rentals in Wakefield

Nightly prices starting at
Wakefield holiday rentals start at ₹4,767 per night before taxes and fees

Verified guest reviews
Over 2,710 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Wakefield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wakefield rentals

4.9 Average rating
Wakefield stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Wakefield
Guests agree: these stays are highly rated for location, cleanliness and more.

Upscale 5BR Family Home Near Boston
5-bdr, 2 full bath private house, 7 mi to Boston/airport, 1000 FT to bus & train and located in a quiet residential neighborhood. Luxury upscale furniture, hotel bedding, "5-star kitchen" per a famous chef who stayed, AC/heat (mini-splits) in all rooms, fenced yard with deck and grill, and 3-car driveway. Melrose was the #1 real estate market in the U.S. in 2015 and #4 in 2020 (search "hottest zip code melrose ma 2015"). Pls tell me about your group, pets & why you're visiting when inquiring.
ValueFamilyBathroom

Modern & Cozy Stay in Wakefield
Welcome to your family-friendly Wakefield retreat! This modern 3-bedroom, 2-bath apartment sleeps 8-10 guests. Enjoy a fully equipped kitchen, cozy dining space, and an en-suite master bedroom. Free parking and a washer/dryer add convenience. Walk to Lynnfield Market Place for Whole Foods, Starbucks, Legal C Bar, and more. Just 2 minutes from Route 95 and 20 minutes to Boston. Quannapowitt Lake is a quick 7-minute drive. Perfect for families, business travelers. We look forward to hosting you!
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Beautiful home next to train to Boston, near Salem
Boston and Salem location, 3-story condo in two-unit building with its own entrance. Kitchen is brand-new, with a large bar area and all the appliances. One bedroom with a king-size bed is located on the main 2nd level. Two bedrooms upstairs, with one King bed and one Queen bed. It is located within walking distance to the Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.
FamilyValueHeating

Quiet Boston-Area Sanctuary, Elegant & Comfortable
This is a good house on a quiet cul-de-sac. It is bright and open and welcoming. In the morning, you drink coffee on the deck and look at the trees. Boston is twenty minutes away by car. The city is fast, but the house is still. Within a half-hour, you can walk the cobblestones of Faneuil Hall, see the boats in Salem, or hike the rugged Fells. It is a place for families and professionals. It has five bedrooms and a warm fire. Everything you need is close. You will like it here, it is peaceful.
FamilyValueNearby

Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!
ValueFamilyWifi

Home w/Yard+Parking & <15 Miles to Boston & Salem
Large kitchen (w/s.s. appliances & all the amenities), sun room, dining room, flat screen smart TVs in the living room & finished basement, high speed wi-fi (1gig) & laundry. Lots of windows make it bright. French doors open to a 16x16 deck leading to large fenced in yard. House is good for couples, business travelers, families, friends and pets. Close to downtown, train is a 5 minute walk away, highways, Lake Quannapowitt, Breakheart, 9 miles to Encore Casino & <15 miles to Boston & Salem.
LocationValueAir conditioning

Cozy Basement Apartment-Stoneham
This is a private in-law apartment in the basement of the home. Full Kitchen/living room combination, full bath and 1 bedroom with private entrance. Close to Routes 93 and 128 and 95. 15-45 minute drive to Boston depending on the traffic and time of day. Convenient to grocery stores and shopping plaza, casino. We live in the main house above the apartment. There is potential for a little overhead noise. Please read the whole listing and house rules. Must be 21 to request this listing!
ValueLocationAccuracy

Newly Finished Guest Haven in Woburn
Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!
FamilyValueIndoor spaces

Family-Friendly Townhouse in Wakefield with Garage
Experience the best of the North Shore in this spacious 4BR townhome! Minutes from Lake Quannapowitt and the commuter rail, you’re just 30 mins from Boston’s landmarks and world-class colleges/hospitals. Explore historic Salem (20 mins away) or shop at nearby MarketStreet. Perfect for families and pros, this modern gem offers easy access to I-95/I-93. Enjoy local dining, scenic trails, and city thrills from your quiet Wakefield retreat. Your gateway to New England awaits! Hope to accomodate
ValueFamilyCheck-in

Modern & Cozy Apt close to Boston and Salem
New & Modern, Close to the beach , 15 minutes to the airport & BOSTON. Close to the beach, Salem, & Boston. minutes away from the commuter rail 5 People can comfortably stay here. minutes away from the commuter rail 10 minutes away from Salem 15 minutes to the Airport Several basic amenities included like snacks, water, mouthwash, toothbrushes, toothpastes, etc. Washing and Drying machine are included in the stay. Free Parking (Private Driveway) Smart TV with Netflix access included
LocationValueAccess

Entire Apartment in Stoneham
Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.
LocationFamilyParking

Large, Comfortable & Conveniently located Home
You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.
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Popular amenities for Wakefield holiday rentals
Stay near Wakefield's top sights
Other great holiday rentals in Wakefield

4br 2ba House near Boston
FamilyValueAccuracy

Large House- 16 mins to Boston + on site parking
FamilyValueAccuracy

Heathman Manor
ValueLocationSleep quality

Modern Apartment | Easy Boston Access + Parking
ValueLocationPets

Charming Getaway w/ Parking 30 min to Boston/Salem
FamilyLocationQuiet

Sofima-Cozy and Charming 2-bedroom apartment.
FamilyValueQuiet

Large 2-Bedroom 12 miles to Logan 10mile to Boston
LocationValuePets

The Cottage Suite
LocationFamilyKitchen
Frequently Asked Questions
Are there family-friendly vacation rentals in Wakefield?
Wakefield has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Wakefield?
Experience the best of Wakefield with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Wakefield?
Four-legged friends are welcome in Wakefield. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wakefield?
Yes! Work meets play with ease at over 30 vacation rentals in Wakefield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Wakefield have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Wakefield. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wakefield have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Wakefield. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wakefield have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Wakefield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wakefield have free parking?
Absolutely! We offer over 20 house rentals with free parking in Wakefield. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Canobie Lake Park
- Northeastern University
- York Harbor Beach
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Tufts University
- Harvard Square
- Crane Beach
- Quincy Market
- Snhu Arena





