Holiday rentals with a kayak in Suffolk County

H&H Boston

Experience the best of Boston at our charming Mission Hill apartment! Enjoy easy access to the Green E line T station (3 minute walk) and the famous Jamaican pond. This well lit and spacious unit features a separate guest room, common eat-in kitchen/dining room combo! Perfect for medical professionals, tourists, Business and family visitors. Our apartment offers a comfortable, serene and relaxing stay in the heart of a vibrant Boston neighborhood. 10min walk from Brigham and Harvard medical sch.

Ocean & Beach Front Suite-Amazing Views!

You haven’t had a beach vacation until you've stayed in a house right on the beach. Enjoy having a large suite & third floor to yourself & sweeping ocean views on all sides. Enjoy two decks & a sandy beach. You can see Minot's Ledge Lighthouse blink it's famous 1-4-3 ("I love you") light sequence. This is an amazing location in a beautiful seaside town. Besides having the beach to enjoy, Scituate is a scenic small town with a harbor arts & cultural district, restaurants, brewery, & gift shops.

Garden Apartment for Vacation & Business Travelers

The perfect place to rest, relax or work. Visit universities, Salem or family and friends in the area. This English Basement apartment is located on the Mystic River, 10 minutes from Harvard University in Cambridge and 20 minutes from the City of Boston. Enjoy many local outdoor amenities including the Mystic Lakes, parks, playgrounds, tennis/pickleball/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Serene Bright Private Bedroom in Deluxe Unit

From this home base, you will have the best of both worlds. Tranquility in and around the property while in close proximity to the delights of nearby Downtown Boston. Here you will be close to scenic trails, theatre, high quality food, museums, movie theatre, shopping, hospitals, institutions of higher education and more. The property offers a clean, comfortable and peaceful home-like environment. There is a long-term guest staying in unit's second bedroom. Both rooms are private and secure.

My Favorite Boston place

Bring the whole family to this great place with lots of room for fun, relaxation and enjoyment! Just minutes away from universities & plazas. This apartment will make you feel right at home with everything you need to accommodate your family and your pets, with a spacious equipped kitchen with a dishwasher, dining table for 5 people, lots of cabinets. 4 bedrooms, with TVs, working desks and mini fridges. Small living room with tv to enjoy family moments. Laundry room and backyard with a grill.

Cozy Apartment in Hingham

Quaint cottage-style space with two rooms, a porch, a private entrance and easy parking. Located under a mile from downtown Hingham with restaurants, shops, and a friendly pub. Across the street, you’ll find the Greenbush train into Boston and a five minute drive to the MBTA ferry. The space includes a comfortable double-sized bed, bathroom with outdoor shower, workspace and wifi. Additional amenities include air-conditioning, mini-fridge, french press coffee maker, tea kettle, and microwave.

Stella Maris, 6 bedroom coastal home, water views

Stella Maris is an inter-coastal sanctuary, located on a private, tree lined street, with ever changing views of Cohasset Harbor & surrounding marsh & waterways. The airy floor plan of this contemporary home is perfect for entertaining family and friends. Gathering on the deck at sunset is a favorite. A short walk to Minot Beach and the lovely Minot neighborhood. Close to charming Scituate & Cohasset Harbors with their great restaurant scenes. 5 minutes to the Commuter rail into Boston.

Cohasset Woodland Cabin

Private cabin tucked on a beautiful 10-acre property just 5 minutes from downtown Cohasset. Surrounded by more than 100 additional acres of woods, fields, and walking trails, the cabin offers a rare blend of seclusion and convenience. The property also neighbors Holly Hill Farm, a charming organic farm open to the community. This is a perfect retreat for guests seeking comfort, simplicity, and connection to nature—while still being close to Cohasset’s shops, restaurants, beaches, and harbor.

Best Beach and Backyard in Hull

Come enjoy the best part of Nantasket Beach and enjoy some fun family time in the backyard. Just minutes to the beach. We have beach chairs, beach towels and a beach cart to easily carry your things there. After the beach, rinse off in the outdoor shower and take a soak in the hot tub. Cook dinner on the grill and hang out around the fire pit. Close to the local grocery store, restaurants and shops. See the Guidebooks for recommended places to eat in Hull and getting to and from Boston,

Expansive coastal views, 3/2 newly renovated

Stella Serena has undergone extensive renovations. It is a completely renovated, charming, 3/2 home with most importantly, views of the marsh and waterways of Scituate from every window. Whether you are coming to unwind, kayak, go to the beach, or all of it, Stella Serena will give you the rare place to recharge & have fun. We provide bikes, kayaks, paddleboard, cornhole for fun. A firepit & gas fireplace for relaxation. Breathtaking, everchanging views daily and incredible sunsets.

Bright and open modern farmhouse

Modern farmhouse in a quiet neighborhood, near Rt. 2 and MBTA Redline. 4 spacious bedrooms, 2.5 baths, 3 floors of living with a yard, and al fresco dining on the back deck. Features a cook's gourmet kitchen, dining room, open floor plan with central AC, kayaks, paddle boards available with this rental. Ideal place for family and friends to gather just outside of Boston and next to Cambridge.

Relaxing Beachfront Cottage, 20min Ferry to Boston

Relax at this peaceful beachfront home. Ferry access to downtown Boston a 5 minute walk outside and just 20min to Boston. By far the best way to get in and out of the city. 3 story home with water on 3 sides, beautiful views and sunsets that will melt away all your stress. Kayaks and beach gear available, pet friendly. Weekly and Monthly Discounts