Luxury rentals in Massachusetts

Shangri-La Meets Nantucket

Welcome to The Big Dip, a seven-bedroom home with an additional studio above the garage. The interiors have been stylishly curated with a focus around modern sophistication, minimalism & clean lines. Made for retreat, The Big Dip offers a separate office, media room, full gym & sauna. With lavish Ipe decking, the outdoor oasis lets you lounge poolside, converse by the firepit & dine al fresco! Enjoy the full service cabana with drop-down movie screen, living area, half bath, kitchen & bar.

Luxury Boston Mansion | Outdoor Gardens + Sauna

Meet our lovely 1800's victorian, thoughtfully renovated & fully restored luxury victorian with a custom kitchen/baths walk to shopping, restaurants, parks & train. The home features an incredible backyard w/ outdoors living, dining and fire pit area, 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

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

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

*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.

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.

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.

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!

Luxury Historic Estate with Expansive Grounds

Beautifully restored, this home is only 10 minutes away from Sandy Neck beach and has everything you need for your summer vacation. The outside space is also perfect for family get-togethers, as there is a heated pool , plenty of seating around the gas fireplace and an outdoor dining table large enough to seat 14 people! The lush landscaping throughout the property is sure to make you feel like you're in paradise!

The Kemble Berkshires

Located in Lenox, one of Berkshire's most vibrant towns, this Gilded Age mansion is a beautiful event space with sweeping mountain views from the heart of the town. Your large group will appreciate the estate’s generous outdoor entertaining area, games rooms, and chef’s kitchen. In town, you’ll find delightful restaurants, bakeries, and antique shops. Copyright © Luxury Retreats. All rights reserved.

Cape Cod Family Vacation

Experience luxury and comfort in this stunning Cape Cod retreat. Perfect for families and groups, this beautifully designed home accommodates up to 12 guests with spacious living areas, elegant décor, and a relaxing coastal atmosphere. Enjoy unforgettable summer days and peaceful evenings while creating lasting memories with loved ones in one of the Cape’s most desirable destinations.

4 bed 3.5 bath, heated pool & spa, ocean views

This 2020 renovated and beautifully appointed Nantucket vacation rental has a heated pool, spa, and distant views of the ocean and pastoral views looking towards Sconset and Sankaty Head Lighthouse. The perfect spot for a relaxing vacation. To see a video of the property, please search "3 Parson Lane Nantucket" on YouTube