Luxury rentals in Massachusetts

Beachfront in Bourne – Water Views from every room

This is the perfect house for multi generational family/friend get- togethers situated over-looking the bay with it's own private beach. Every room has a beautiful view from Sunrise to Sunset. It's spacious, functional and ideal for family fun, rest & play. No events/parties Max 14 Max. cars 5 SLEEPS 14 1 California King (1st floor) with ensuite 2 King (2nd floor) with ensuite (one with bath) 3 Queen (2nd floor & attic with ensuite) 2 Twin (Attic with ensuite) 1 Pull-out Sofa Queen in TV Den

View · Beach · Family · Location · Hospitality · Kitchen · Indoor spaces · Decor · Comfort · Cleanliness · Amenities · Accuracy · Outdoor spaces · Layout · Bathroom · Condition · Sleep quality · Walkability · Nearby · Check-in · Quiet · Noise · Value · Air conditioning · Barbecue · Laundry · Getting around · Access · Checkout · Biking

Steps to Beach + Game Room + Porch | Coastal Haven

Welcome to Coastal Haven! — a spacious seaside escape perfect for families or groups. Steps from the beach, Main St & Chatham Bars Inn, this elegant 10-bed retreat blends comfort, fun, and Cape Cod charm. 📍 0.4 mi to beach, 0.5 mi to charming Main St & Chatham Bars Inn 🌅 Tranquil front porch & lawn with kids’ playset 🎱 Game room: pool table, Apple TV, games ✨ Open-concept living with stunning 2-story glass walls 🧺 Full kitchen, laundry, fast WiFi 🛏️ 10 beds + soundproof divider setup

Location · Hospitality · Family · Walkability · Beach · Cleanliness · Comfort · Indoor spaces · Outdoor spaces · Accuracy · View · Sleep quality · Bathroom · Layout · Check-in · Kitchen · Nearby · Backyard · Checkout · Amenities · Decor · TV · Barbecue · Laundry · Getting around · Condition · Access · Value

The Dunes

Indulge in luxury and comfort at The Dunes in Nantucket. With exquisite design, opulent interiors, and stunning outdoor spaces, The Dunes offers endless possibilities for unforgettable experiences. Enjoy gourmet meals, relax by the tranquil pool, or explore the outdoors. With unbeatable proximity to Nantucket's downtown and pristine beaches, The Dunes is perfect for an indulgent retreat. Immerse yourself in a sensory journey where every moment is a celebration of the finest things in life.

Location · Hospitality · Pool · Indoor spaces · Beach · Family · Outdoor spaces · Comfort · Bathroom · Kitchen · Biking · Decor · Getting around · Condition · Accuracy · Barbecue · Nearby · Cleanliness · Amenities

Sunset Falls Estate, 167 Private Acres, Berkshires

A Berkshire private mountain estate in New Marlborough, MA 167 acres — home at 1,400 ft, summit at 1,640 Five ensuite bedrooms + the Bunk Room — sleeps 16 Indoor cedar spa room including cedar infrared sauna, cold plunge tub and steam room Expansive deck with hot tub, mountain views, lounging/dining Two wood-burning fireplaces, three fire pits, marked trails across the mountain Central to Great Barrington, Stockbridge, Litchfield County, Hudson Valley Concierge services available

Hospitality · Location · Amenities · View

Luxury Boston Mansion | Chef Kitchen + Gym+ Sauna

Meet our lovely 1800s Victorian, thoughtfully renovated & fully restored, with a custom kitchen & baths, walk to shopping, restaurants, parks & train. The home features an incredible backyard w/outdoor living, dining, and a fire pit area, and a farmers' porch! This incredible stay is only 20 min to downtown Boston! Need more space? Ask about our au-pair suite space Dates not available? Looking to host a photo shoot? Message us! Check out our other bespoke stays at Elsewherewithme

Comfort · Decor · Indoor spaces · Hospitality · Outdoor spaces · Location

*NEW* Ultra-Luxury 4bd Boston Designer Brownstone

**NEW** Experience one of Boston’s most exclusive private homes. Rarely available, this sunny 4BR/3.5BA luxury brownstone is in the South End/Back Bay. Set in a fully restored 1830s Victorian and designed by a top Boston designer, it features a chef’s kitchen, grand master suite, spa-like baths, designer furnishings, and a serene private patio. Walk the cobble stones of south end, Newbury st, Public Garden, and Copley Square. Only 3 min walk to Back Bay Station for easy train access.

Hospitality · Walkability · Location · Quiet · Nearby · Outdoor spaces · Indoor spaces · Cleanliness · Family · Decor · Getting around · Condition · Accuracy · Bathroom · Kitchen · Comfort · Amenities

Luxury Home w/ Salt Water Pool Overlooking Ocean

Welcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home offers breathtaking views of Buck’s Creek and Nantucket Sound, creating the perfect backdrop for your vacation. Inside, you'll find a stunning cathedral-ceiling living room designed for relaxation and gathering. The chef’s kitchen features a massive 15-foot eat-in island, perfect for family breakfasts or evening cocktails. Each of the spacious bedrooms offers comfort and privacy.

Hospitality · Indoor spaces · Location · Comfort · Family · Kitchen · Pool · Hot tub · Cleanliness · View · Bathroom · Sleep quality · Accuracy · Nearby · TV · Barbecue · Amenities · Outdoor spaces · Walkability · Beach · Decor · Condition · Checkout · Check-in

Three Cliff Lane

Discover the ultimate Nantucket retreat! Our 5-BR home with a separate 1-BR guest house is the perfect vacation rental in the coveted Cliff area. Relax by the pool in the spacious yard, or take a stroll to Steps Beach just moments away. With a prime location just 1 mile from downtown, you'll have easy access to shopping, dining, and entertainment. This beautifully appointed, Sophie Metz designed property offers the ideal blend of luxury and prime location for your island getaway.

Hospitality · Location · Amenities · Walkability · Condition · Sleep quality · Comfort · Indoor spaces · Family · Cleanliness · Pool · Backyard · Accuracy · Bathroom · Kitchen · Checkout · Layout · Biking · Check-in

The Charles Château Private Estate

Unique and distinctively remodeled home encompasses modern luxuries with the characteristics of a French chateau, just moments away from Boston. This is a luxurious property built to offer a memorable experience with entertaining amenities for fourteen guests. Every detail has been considered, filled with natural light from all the large windows, furnished by Restoration Hardware, Viking Appliances, Quality Linens and many other high-end luxuries.

Hospitality · Family · Indoor spaces · Cleanliness · Amenities · Accuracy · Hot tub · Kitchen · Comfort · Condition · Pets · Location · Barbecue · Heating

Brand New Osterville Luxury Estate

This brand‑new luxury estate in Osterville offers a private, resort‑style experience for large groups. The 7,000 sq ft home **sleeps up to 18 guests** with 5 spacious bedrooms and 6.5 bathrooms. Enjoy a private cinema room, gourmet kitchen, and expansive living areas. Outside, relax by the **heated saltwater pool** with automatic cover and entertain in the **fully equipped outdoor kitchen**. Minutes from beaches, boating, dining, and village shops.

Hospitality · Family · Outdoor spaces · Nearby · Indoor spaces · Walkability · Decor · Pool · Beach · Accuracy · Access · Barbecue · Value · Check-in · Cleanliness · Amenities

Cape Cod Oasis in Dennis | Pool, Spa, Fire Pit |

Escape to this Luxury 6BR/5BA Dennis Retreat featuring a heated pool, spa,sauna and firepit. Perfect for families or groups, the home offers spacious living areas, a fully equipped kitchen, and resort-style outdoor spaces. Just minutes from Cape Cod best beaches, dining, and activities, this property blends comfort, style, convenience for an unforgettable stay.roup will be comfortable in this spacious and unique space. POOL/SPA open 20th APril

Hospitality · Indoor spaces · Cleanliness · Decor · Pool · Comfort · Outdoor spaces · Family · Location

Waterfront home w/ Beach access

At Après Sea you are surrounded by natural beauty - Scorton Creek on the back of the house & East Sandwich Beach across the street from the front of the house. You'll love quiet walks on the beach, Cape Cod bay, and the sunrises & sunsets. The house is perfect for entertaining with an open air deck, covered deck, natural gas BBQ, chef's kitchen, and 5 TVs. Parking for up to 6 cars. Welcoming World Cup 2026 supporters!

Hospitality · Indoor spaces · Family · Beach · Cleanliness · View · Decor · Location · Comfort · Sleep quality · Amenities · Kitchen · Accuracy · Outdoor spaces · Walkability · Condition · Nearby · Bathroom · Layout · Checkout · Check-in · Hiking · Laundry