Holiday rentals in Boston

Charlesgate Suites: Contemporary Stay In Style

Welcome to Charlesgate Suites! We eagerly await the opportunity to host you in our recently renovated hotel, which has undergone a stunning transformation from a traditional B&B into a trendy & dynamic space. With no front desk & a seamless self check-in, we ensure a hassle-free arrival experience. Each of our exquisitely designed rooms showcases the perfect balance of modern aesthetics & comfort, featuring stylish West Elm furnishings. Please note this room is on the 2nd floor with no elevator.

The Franklin: Wellness • Aesthetic • W/D • Gym

Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

(N3R) Clean and Comfortable Studio, Top Location!

🌆 Stay on Iconic Newbury Street, Back Bay Experience Boston at its most stylish on Newbury Street, famous for its historic brownstones, tree-lined sidewalks, and vibrant atmosphere. 🛍️ Stroll right outside your door to explore designer boutiques, local shops, art galleries, and some of the city’s best cafés and restaurants. You’ll be just steps from Copley Square, the Prudential Center, and the Charles River Esplanade, with easy access to the Green Line T for exploring the rest of the city.

Beacon Hill - Historic Elegance

Step into 40 Hancock Street, a grand Beacon Hill brownstone suite with soaring ceilings, ornate fireplaces, and elegant bay windows that flood the space with light. This historic yet modern retreat blends timeless Boston charm with upscale finishes. Just steps from Boston Common, the Charles River, and the city’s finest dining, this luxury unit offers an unforgettable stay in one of the city’s most iconic neighborhoods. Entire apartment. No shared spaces. 100% private. 🚫 No pets allowed

Hipster Basecamp | Deck • Design • 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)

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Sterling 1BR at Everett | Pool & Gym

Enjoy contemporary comfort in this bright and inviting 1BR/1BA apartment in Everett. The home features a modern kitchen with stainless steel appliances, convenient in-unit laundry, and a naturally lit living space designed for relaxation. Make the most of the community’s outdoor courtyard pool, 24/7 fitness center, and cozy lounge areas with fire pits. Located minutes from Encore, Assembly Row, and key highways, it offers easy access to all of Greater Boston.

(W5) Spacious Studio, Location! Dining & Shopping+

🌆 Welcome to Boston’s South End! Stay in one of Boston’s most historic and culturally rich neighborhoods, known for its brownstones, tree-lined streets, and vibrant local scene. From Worcester St, you’re just a short walk to Tremont St’s acclaimed restaurants, cozy cafés, art galleries, and boutique shops. Perfectly situated for exploring the rest of Boston—whether for leisure, business, or medical stays. Charming, convenient, and well-located.

Your own cottage in the city

Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

Cambridge Cottage Retreat Near Harvard

Escape to a charming Cambridge cottage just a 15 minute walk (4 min drive) to Harvard Square. Enjoy the best of both worlds - steps from vibrant shops, cafes, and restaurants, yet tucked away as a peaceful retreat. Dine in a cozy nook overlooking a sun dappled garden oasis. This one-bedroom features a queen bed, plus a full pullout sofa in the open living area - perfect for someone travelling alone, couples or small families.

East Boston Penthouse with Views (2 BR, 2BA)

Enjoy a stylish stay at this East Boston penthouse. Step into a bright, modern condo filled with natural light, featuring a fully equipped kitchen and contemporary finishes. This top‑floor unit offers 2 bedrooms and 2 full bathrooms, providing comfort and flexibility for families, friends, or business travelers. There is access to a beautiful private deck with gorgeous views—perfect for relaxing after a day exploring Boston.

Elegant Back Bay Stay on Hereford Street

Enjoy the entire first floor of a beautifully restored Back Bay brownstone. This spacious one-bedroom apartment features a queen bed, dedicated workspace, separate living and dining area with a classic bay window, fully equipped kitchen, and modern bathroom with a walk-in shower. Just steps from Newbury Street, Copley Square, restaurants, shopping, and many of Boston’s top attractions.