Oceanfront Rentals in Lenox, MA: Compare 10+ Sites & Save

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  5.  Lenox

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18 Best Oceanfront Rentals in Lenox (Starting from $224)

Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
Beautiful Lenox Home, 3 Mi to Shakespeare and Co!
House
Lenox, MA, USA
3.6k from Lenox center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$253
Average price / night
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Imagine Being Lakeside, Ice Fishing, EV Charger!
Imagine Being Lakeside, Ice Fishing, EV Charger!
House
Lenox, MA, 01240, United States
3.1k from Lenox center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.6

Exceptional

20 reviews

$590
Average price / night
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Cozy Stockbridge Cabin - Walk to Beach and Lake!
Cozy Stockbridge Cabin - Walk to Beach and Lake!
House
Stockbridge, MA, USA
4.8k from Lenox center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$224
Average price / night
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The best of both worlds, Country and Culture
The best of both worlds, Country and Culture
House
Lenox, MA, 01240, United States
3.3k from Lenox center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
10.0

Exceptional

22 reviews

$598
Average price / night
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1 Mi to Vineyard Serene Berkshires Country Escape
1 Mi to Vineyard Serene Berkshires Country Escape
House
Richmond, MA, USA
8.0k from Lenox center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom7 Guests
New to Booking
$497
Average price / night
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Stockbridge Home: Walk to Town Beach!
Stockbridge Home: Walk to Town Beach!
House
Stockbridge, MA, 01262-9610, United States
3.6k from Lenox center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

18 reviews

$238
Average price / night
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Stockbridge Retreat with Pool and Hot Tub!
Stockbridge Retreat with Pool and Hot Tub!
House
Stockbridge, MA, USA
9.9k from Lenox center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

4 Bedrooms10 Guests
New to Booking
$1413
Average price / night
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Lake View Berkshires Retreat - Private & Minutes to Lenox
Lake View Berkshires Retreat - Private & Minutes to Lenox
House
Lee, MA, 01238, United States
4.3k from Lenox center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms14 Guests
10.0

Exceptional

29 reviews

$612
Average price / night
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Beachwood Cottage
Beachwood Cottage
Cottage
Stockbridge, MA, 01262, United States
4.7k from Lenox center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$336
Average price / night
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Cozy Cabin on Lake Mahkeenac
Cozy Cabin on Lake Mahkeenac
Cabin
Stockbridge, MA, 01262, United States
4.7k from Lenox center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.0

Fabulous

12 reviews

$354
Average price / night
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Cozy Stockbridge Cabin - Walk to Beach & Lake!
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Cabin
Stockbridge, MA, 01262, United States
4.8k from Lenox center

AC, Barbecue, Crib, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
9.2

Superb

12 reviews

$277
Average price / night
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Water front log cabin next to Tanglewood
Water front log cabin next to Tanglewood
House
Stockbridge, MA, 01262, United States
4.9k from Lenox center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$745
Average price / night
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Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)
Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)
Condo
West Stockbridge, MA, 01266, United States
5.1k from Lenox center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.2

Superb

61 reviews

$280
Average price / night
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Historic Stockbridge Villa on 25 acres sleeps 23
Historic Stockbridge Villa on 25 acres sleeps 23
House
Stockbridge, MA, 01262, United States
6.1k from Lenox center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

11 Bedrooms23 Guests
10.0

Exceptional

18 reviews

$932
Average price / night
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Stylish Mid-century Modern Berkshires Cape
Stylish Mid-century Modern Berkshires Cape
House
Lee, MA, 01238, United States
6.4k from Lenox center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$637
Average price / night
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Chic Pittsfield Home With A View!
Chic Pittsfield Home With A View!
House
Pittsfield, MA, 01201, United States
8.2k from Lenox center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
8.2

Very Good

11 reviews

$253
Average price / night
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Two Blocks from the Red Lion Inn & next to Berkshire Theater
Two Blocks from the Red Lion Inn & next to Berkshire Theater
House
Stockbridge, MA, 01262, United States
8.5k from Lenox center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$387
Average price / night
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In the heart of the Berkshires
In the heart of the Berkshires
House
Lee, MA, 01238, United States
9.7k from Lenox center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$710
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Lenox.

Stay Near Lenox's Top Attractions

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Lenox Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 18 verified oceanfront rentals in Lenox. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Lenox vary depending on the property size, exact beachfront location, and season. Rates typically start from around $224 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Lenox offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Lenox welcome pets. Currently, 6 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Lenox often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.