Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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

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Guest favourite

Guest suite in Winchester

5 out of 5 average rating, 129 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

Guest favourite

Rental unit in Waltham

4.97 out of 5 average rating, 234 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Guest favourite

Guest suite in Dorchester

4.96 out of 5 average rating, 213 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Guest favourite

Rental unit in Arlington

4.98 out of 5 average rating, 179 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.

Guest favourite

Guest suite in Jamaica Central - South Sumner

4.91 out of 5 average rating, 202 reviews

Cozy Private Garden Studio near the Heart of JP

Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is a microwave, fridge, counter and and sink but no stove or cooking options.

Guest favourite

Rental unit in Cambridge

4.94 out of 5 average rating, 333 reviews

private studio near Harvard/MIT

My place has everything you need for a comfortable, easy stay in Cambridge: a keyless entry to a completely separate studio space allows you to arrive anytime after 3, so no worries if you arrive on the late side. You''ll find a queen sized bed, microwave/fridge/coffeemaker, streaming TV, comfortable recliner and a desk chair for when you're working. We're walking distance from Kendal, Central, and Harvard Squares. On street parking in our neighborhood using our visitor pass, upon request.

Guest favourite

Rental unit in Woburn

5 out of 5 average rating, 105 reviews

Charming 1 BR private entrance apt commuters dream

Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

Guest favourite

Guest suite in Beverly

4.97 out of 5 average rating, 363 reviews

The Hideaway | Beach | Downtown | Theater

The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, cozy up to the fireplace, explore a vibrant downtown, catch a show at the theater, or discover Boston, Salem, or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, fridge, and full bathroom.

Guest favourite

Rental unit in Everett

4.9 out of 5 average rating, 213 reviews

Huge 1BR w/King Bed near BOS, Salem, Water &Nature

You’ll be in the upper-level apartment of our home (stairs). Enjoy self-check-in with a reserved parking spot. Living room: TV is roku enabled. Mini kitchen: Two burner stove top, Microwave & 4 cu. sqft fridge, & Keurig. New sponges for each guest. Bedroom: king-sized bed with down alternative pillows and tempur-pedic memory foam topper. Location: 10-20 mins to Bos, 25 mins to Salem. Access multiple major highways, walk .7mi with an incline to bus, taking you directly into the city.

Guest favourite

Guest suite in Uxbridge

4.99 out of 5 average rating, 153 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

Guest favourite

Guest suite in Watertown

4.91 out of 5 average rating, 278 reviews

Private 1BR Pied-a-terre

Fully furnished suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

Guest favourite

Guest suite in Woburn

4.97 out of 5 average rating, 149 reviews

Relaxing and Comfortable Home Away From Home

Privacy and comfort in complete lower level of this home. Private entrance and no shared space all within 5 minutes of shopping/restaurants and major highways. The space features a large kitchen w/dining area for 4pp, 1 bedroom with queen sized bed , living room with 65 inch tv with full cable. 1 full Bathroom with shower and tub. Washer and dryer are also included. Professionally maintained and enclosed backyard and patio area for outdoor seating.Full sized bed in the bonus room.