Apartment holiday rentals in Weymouth

Modern 2BR | Rare 4-Car Parkings | Red Line Access

Enjoy a delightful stay at this centrally-located apartment in Quincy. Minutes to Wollaston beach & marinas. Explore multiple nearby hiking trails at Quincy Quarries & the infamous Blue Hill Reservations or nearby coastal cities. Quincy is famous for its vibrant food scenes with multiple cafes, dim sums, restaurants & bars. This quaint city offers a healthy blend of urban, suburban & coastal vibe. Closed to highways, shopping centers, 7-min drive to subways, and a short drive to downtown Boston.

Value · Location · Indoor spaces

Coastal Cottage Home

Come have fun at The Coastal Cottage. This newly updated home is only a minute walk to your private beach and is the main floor of the home. Enter into the comfortable living room, with coastal boho vibes and a large sectional couch. One bedroom has a Queen bed, the other has a full and twin bunk bed and a crib. Enjoy the large kitchen with large dining table, breakfast nook and massive granite island. Enjoy grilling, the outdoor shower, or hang in the courtyard to relax with family and friends.

Location · Family · Getting around

“Very Modern Apartment” Dedicated Driveway Parking

Whether you are just getting away for the weekend or looking for an extended stay, we are committed to creating a comfortable experience. Professionally cleaned & sanitized Great customer service High quality linens and towels. Very spacious 1100 sq ft 2 bedrooms and 1 bath unit with high ceiling. Each bedroom features a queen bed with foldable twin beds. Fully stocked with everything you might need for longer comfortable stay. Located in a very nice residential area.Dedicated driveway parking

Value · Family · Checkout

Beach Home next to Boston & T, King Bed, Park Free

Enjoy a comfortable stay in this beautiful, newly renovated 3 bed 2 bath apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1300 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, three new comfortable beds, 55" TV, sofa, work & dining area, new bathrooms, walk-in closet, and free off-street parking.

Value · Location · Parks

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!

Value · Family · Wi-Fi

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!

Location · Value · Pets

1 Bedroom Basement Apartment

Cozy basement apartment in a private home with separate entrance and parking. Features a fully equipped kitchen, bathroom, and living room. Located in Randolph, MA, just south of Boston. 6-minute drive to public transportation (Quincy Adams Train Station). Accessible by car only, so we recommend renting a car or using Uber. Close to local beaches and ski areas for outdoor adventures. Perfect for a peaceful, convenient stay with easy access to Boston and surrounding attractions.

Family · Location · Quiet

Pleasant Place 2

This stylish place to stay is perfect for a single person or couple. It is a very beautiful space in a lovely 2 family, owner occupied home. Winthrop is a beautiful oceanside residential community situated at the entrance of the most beautiful harbors in New England. Winthrop offers small town suburban living, within minutes to Boston. We have public transportation to downtown Boston in about 20 minutes, Logan Airport in 15 minutes. We also have a Ferry Service to Boston.

Value · Location · Kitchen

Hipster Basecamp | Fireplace • Views • Parking

Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

Value · Location · Biking

"On-top-of-the-world" breathtaking views!

Valentine's Day! How about booking a couple of away days for a Valentine surprise gift! I will throw in some helium balloons and a little extra for a cake. But book NOW! Or someone else will beat you to it. Spring and summer just around the corner. Most of June is already booked on my calendar. A good part of July and part of August. Just check my calendar!!! Booking now is the smart thing to do. Blessings! :)

Family · Value · Sleep quality

Milton - Immaculate & renovated 3 bed 2 .5 bath!

Welcome to our attached duplex family home. We recently renovated this home from top to bottom with brand new finishes and custom design. Our home has three large bedrooms with two full bathrooms with two living room areas that are a great fit for your family and friends. Some key features of the home are hardwood floors, quartz counter, bright recessed lights, and large yard for outdoor play.

Value · Family · Long stay

Luxury, Location, Privacy. Walk to train. Boston

Luxury. Convenient. Short walk to train. 5 stops to South Station, The main station in Boston. Short walk to stores, restaurants. All brand new. Full gut renovation. Parking spot right outside your private entrance. This is a true getaway. Washer and Dryer also in unit. Beautiful park right across the street. One bedroom unit with a pullout couch in living room.

Location · Family · Sleep quality