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

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697 Best Oceanfront Rentals in Orleans (Starting from $257)

Areys Pond Point
Areys Pond Point
House
Orleans, MA, USA
1.6k from Orleans center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

4 Bedrooms8 Guests
8.0

Good

1 reviews

$394
Average price / night
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Enchanting waterfront home with two decks, grill, kayaks, board games, W/D, & AC
Enchanting waterfront home with two decks, grill, kayaks, board games, W/D, & AC
House
Orleans, MA, 02653, United States
0.5k from Orleans center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$933
Average price / night
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Orleans Holiday House
Orleans Holiday House
House
Orleans, MA, USA
2.6k from Orleans center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay, Family

5 Bedrooms8 Guests
New to Booking
$262
Average price / night
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Enchanting Waterfront Summer Escape on Pleasant Bay
Enchanting Waterfront Summer Escape on Pleasant Bay
House
Orleans, MA, 02653, United States
0.5k from Orleans center

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

4 Bedrooms6 Guests
9.6

Exceptional

28 reviews

$1602
Average price / night
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Salty Ridge Station
Salty Ridge Station
House
Orleans, MA, USA
3.5k from Orleans center

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

4 Bedrooms8 Guests
New to Booking
$632
Average price / night
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Perfectly private location w/deeded beach access!
Perfectly private location w/deeded beach access!
House
Orleans, MA, 02653, United States
0.6k from Orleans center

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

3 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$445
Average price / night
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Walk to Skaket Beach Charming Cottage with Deck
Walk to Skaket Beach Charming Cottage with Deck
House
Orleans, MA, USA
4.0k from Orleans center

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

3 Bedrooms6 Guests
New to Booking
$629
Average price / night
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Quiet home near Pilgrim Lake with deck, W/D, AC, games, & large yard
Quiet home near Pilgrim Lake with deck, W/D, AC, games, & large yard
House
Orleans, MA, 02653, United States
0.7k from Orleans center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$566
Average price / night
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Island Bay Bungalow
Island Bay Bungalow
House
Eastham, MA, USA
4.0k from Orleans center

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

3 Bedrooms6 Guests
8.5

Very Good

2 reviews

$257
Average price / night
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Spacious home w/Heated Pool - Perfect for multiple families
Spacious home w/Heated Pool - Perfect for multiple families
House
Orleans, MA, 02653, United States
0.8k from Orleans center

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

5 Bedrooms10 Guests
10.0

Exceptional

29 reviews

$981
Average price / night
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Namskaket Retreat
Namskaket Retreat
House
Orleans, MA, USA
4.2k from Orleans center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$619
Average price / night
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Home to Make Magical Summer Memories
Home to Make Magical Summer Memories
House
East Orleans, MA, 02653, United States
0.9k from Orleans center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$659
Average price / night
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6 Mi to Beach Home with Deck in Brewster!
6 Mi to Beach Home with Deck in Brewster!
House
Brewster, MA, USA
4.3k from Orleans center

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

3 Bedrooms8 Guests
New to Booking
$294
Average price / night
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Private Estate, heated pool, outdoor Livingroom, kitchen, 11 bedrooms, sleeps 20
Private Estate, heated pool, outdoor Livingroom, kitchen, 11 bedrooms, sleeps 20
House
East Orleans, MA, 02653, United States
0.9k from Orleans center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

11 Bedrooms20 Guests
10.0

Exceptional

21 reviews

$2460
Average price / night
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Lookout at Pleasant Bay with a private beach
Lookout at Pleasant Bay with a private beach
House
Orleans, MA, USA
4.4k from Orleans center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Family

3 Bedrooms8 Guests
New to Booking
$421
Average price / night
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New Listing Herring Cove - Beautiful Waterfront Home on Lonnie's Pond
New Listing Herring Cove - Beautiful Waterfront Home on Lonnie's Pond
House
Orleans, MA, 02653, United States
0.9k from Orleans center

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

2 Bedrooms4 Guests
New to Booking
$290
Average price / night
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Cape Landing Cottage
Cape Landing Cottage
House
Brewster, MA, USA
5.9k from Orleans center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$660
Average price / night
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Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
House
Orleans, MA, 02653, United States
0.9k from Orleans center

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

3 Bedrooms7 Guests
10.0

Exceptional

28 reviews

$1163
Average price / night
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Wequassett Resort and Golf Club
Wequassett Resort and Golf Club
Resort
Orleans, Massachusetts, USA
6.1k from Orleans center

Luxury, Cheap, Accommodations, Pools, Resorts, Parking, Golf, Pet-friendly, 5-star

139 Bedrooms94 Guests
9.2

Superb

27 reviews

$1136
Average price / night
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Peaceful Cape Cod retreat, 1.5mi to National Seashore
Peaceful Cape Cod retreat, 1.5mi to National Seashore
House
Orleans, MA, 02653, United States
0.9k from Orleans center

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

4 Bedrooms8 Guests
10.0

Exceptional

20 reviews

$650
Average price / night
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Coastal Comfort Near Orleans Adventures
Coastal Comfort Near Orleans Adventures
House
Orleans, MA, 02653, United States
1.0k from Orleans center

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

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$446
Average price / night
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Orleans Dreams: 013-OP  Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!
Orleans Dreams: 013-OP Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!
House
Orleans, MA, 02653, United States
1.0k from Orleans center

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

5 Bedrooms12 Guests
New to Booking
$1450
Average price / night
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Ideal Rental in Orleans Sleeps up to 10
Ideal Rental in Orleans Sleeps up to 10
House
Orleans, MA, 02643, United States
1.0k from Orleans center

AC, Barbecue, Dryer, Extra Bed, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$634
Average price / night
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Recently reno’ed private & spacious E. Orleans 3B/2B. Close to Orleans beaches
Recently reno’ed private & spacious E. Orleans 3B/2B. Close to Orleans beaches
House
Orleans, MA, 02653, United States
1.0k from Orleans center

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

3 Bedrooms8 Guests
10.0

Exceptional

51 reviews

$457
Average price / night
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Charming, Renovated 1870s Home with Private Beach
Charming, Renovated 1870s Home with Private Beach
House
Orleans, MA, 02653, United States
1.0k from Orleans center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

19 reviews

$394
Average price / night
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East Orleans Waterview Getaway
East Orleans Waterview Getaway
House
Orleans, MA, 02653, United States
1.0k from Orleans center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Grill

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$697
Average price / night
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New Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
New Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
House
Orleans, MA, 02653, United States
1.1k from Orleans center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$1526
Average price / night
Check Availability

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 Orleans.

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Orleans Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 697 verified oceanfront rentals in Orleans. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Orleans vary depending on the property size, exact beachfront location, and season. Rates typically start from around $257 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 Orleans 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 Orleans welcome pets. Currently, 29 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 Orleans often include features designed for a comfortable coastal stay, such as View, Ocean View, and Oceanfront. 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.