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Holiday rentals in Wakefield

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Top-rated holiday rentals in Wakefield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The entrance to the property is framed by lush greenery and flowering plants. A welcome path leads to the front door, which is placed under an overhang, creating a gentle entryway into the inviting space.
Guest suite in Danvers
4.98 out of 5 average rating, 120 reviews

The sweet suite

Ground level. Spacious room with a King Bed and a bonus smroom with a ( twin pull out bed) couch and desk/vanity. The sizeable bathroom is freshly remodeled. Kitchenette has a small sink, refrigerator and microwave. It is in a quiet neighborhood only minutes from a rail trail, route 62, interstate 95 route 1 and route 128. Off Street parking. We are 5 miles to Salem Mass, 44 miles to New Hampshire, 77 miles to the cape cod canal, 19 miles to Boston. We are 4 miles to the Beverly train Station.

Guest favourite
A black staircase with smooth, curved steps leads to the upper levels. A small seating area with a light, cushioned bench and decorative pillows is positioned against the wall. A chandelier hangs from the ceiling, reflecting soft light onto the marble floor.
Home in Wakefield
4.83 out of 5 average rating, 120 reviews

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.

Guest favourite
Flat in Arlington
4.98 out of 5 average rating, 210 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

Top guest favourite
A warm and inviting master bedroom is visible, featuring a queen-size bed and a cozy sofa facing a stone fireplace. An antique trunk serves as a unique side table. Natural light filters through the windows, illuminating the wooden ceiling and floor.
Guest suite in Peabody
4.95 out of 5 average rating, 648 reviews

PRIVATE, LARGE COUNTRY STYLE SUITE

LARGE ground floor apartment with your own entrance. Master Bedroom has: . Half bath . Queen size bed. . Full size sofa bed . TV/Netflix . Cozy gas burning heating stove . Desk/chair . Water cooler . Coffee/Tea Kitchen includes . Sink . Big Refrigerator . Microwave . Induction stove tops . Toaster Oven Living Room . Queen Sofa Bed . 2 Recliners . 50" TV Laundry Room Full Bathroom Shopping plaza 2 miles down the road and just 5 minutes to I- 95 or Rt. 1 and only 20 minutes to Boston or Salem.

Top guest favourite
A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.
Flat in Nahant
4.95 out of 5 average rating, 164 reviews

Ocean view studio with hot tub & access to Boston

All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

Top guest favourite
Flat in Woburn
4.95 out of 5 average rating, 230 reviews

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!

Guest favourite
A spacious kitchen features cream-colored cabinetry and stainless steel appliances, including a refrigerator and built-in microwave. A center island with seating is highlighted by a ceiling fan and natural light filtering through the window above the sink.
Home in Wakefield
4.95 out of 5 average rating, 300 reviews

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.

Top guest favourite
The bedroom features a spacious bed with decorative pillows and a quilt. A bedside lamp and wooden furniture complement the room. Natural light enters through two small windows, and an art piece depicting Boston adorns the wall.
Flat in Stoneham
4.99 out of 5 average rating, 123 reviews

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!

Guest favourite
A serene outdoor space features a winding stone path leading through lush green grass. Two comfortable chairs are positioned under a large tree, providing a shaded area for relaxation. Surrounding pine trees create a natural backdrop, adding to the tranquility of the setting.
Flat in Woburn
4.87 out of 5 average rating, 133 reviews

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!

Top guest favourite
A spacious living area features a modern television mounted above a light wood media console. A pastel pink ottoman is placed on a colorful area rug. In the background, a dining set with four black chairs complements the bright kitchen, which is visible through an open layout.
Home in Stoneham
4.92 out of 5 average rating, 362 reviews

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.

Top guest favourite
A well-lit kitchen area features wooden cabinetry, stainless steel appliances, and a round dining table with a floral centerpiece. Natural light enters through a window adorned with floral curtains, while modern utensils and kitchenware are visible on the countertops.
Guest suite in Lynn
4.91 out of 5 average rating, 295 reviews

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Guest favourite
A spacious living area features high ceilings and an open layout. A comfortable seating area includes dark recliners facing the sleeping space, which is defined by a large bed and artwork. Light enters through multiple windows, creating a bright atmosphere.
Flat in Woburn
4.97 out of 5 average rating, 112 reviews

Newly Built En Suite

Discover a stylish en-suite apartment in Woburn, MA, managed by experienced hosts. This property features a private entrance, a spacious layout with high ceilings, and a private patio. Enjoy easy access to local attractions and the convenience of a well-equipped space. Perfect for a relaxing getaway with your furry friend, this apartment offers a blend of comfort and accessibility.

Popular amenities for Wakefield holiday rentals