Beach Home Rentals in Academy Playhouse, MA: Compare 10+ Sites & Save

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  6.  Academy Playhouse

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196 Beach Home Rentals in Academy Playhouse (Starting from $262)

Town Cove Oyster House
Town Cove Oyster House
House
Eastham, MA, USA
1.3k from Academy Playhouse center

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

3 Bedrooms6 Guests
7.0

Good

1 reviews

$698
Average price / night
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4 miles to Orleans beaches & close to town!
4 miles to Orleans beaches & close to town!
House
Orleans, MA, 02653, United States
0.1k from Academy Playhouse center

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

6 Bedrooms12 Guests
9.8

Exceptional

22 reviews

$2317
Average price / night
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Orleans Holiday House
Orleans Holiday House
House
Orleans, MA, USA
1.4k from Academy Playhouse 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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Walk to Town, Fully Renovated!
Walk to Town, Fully Renovated!
Apartment
Orleans, MA, 02653, United States
0.3k from Academy Playhouse center

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

6 Bedrooms12 Guests
9.4

Superb

3 reviews

$811
Average price / night
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Salty Ridge Station
Salty Ridge Station
House
Orleans, MA, USA
2.1k from Academy Playhouse 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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Charming 6BR Orleans Retreat, Great Outdoor Space, Walk to Orleans Town
Charming 6BR Orleans Retreat, Great Outdoor Space, Walk to Orleans Town
House
Orleans, MA, 02653, United States
0.4k from Academy Playhouse center

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

6 Bedrooms14 Guests
New to Booking
$903
Average price / night
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Areys Pond Point
Areys Pond Point
House
Orleans, MA, USA
2.5k from Academy Playhouse 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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Stylish Orleans home with spacious deck - near bay & ocean beach
Stylish Orleans home with spacious deck - near bay & ocean beach
House
Orleans, MA, 02653, United States
0.5k from Academy Playhouse center

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

4 Bedrooms8 Guests
8.4

Very Good

40 reviews

$306
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
2.6k from Academy Playhouse 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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Quaint Cape Near Beaches And Centrally Located
Quaint Cape Near Beaches And Centrally Located
House
Orleans, MA, 02653, United States
0.6k from Academy Playhouse center

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

3 Bedrooms6 Guests
10.0

Exceptional

51 reviews

$294
Average price / night
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Namskaket Retreat
Namskaket Retreat
House
Orleans, MA, USA
2.7k from Academy Playhouse 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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Town Cove Coastal Chic
Town Cove Coastal Chic
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

3 Bedrooms6 Guests
New to Booking
$845
Average price / night
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Walk to Water, Cozy, Dog Friendly!
Walk to Water, Cozy, Dog Friendly!
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

3 Bedrooms8 Guests
New to Booking
$482
Average price / night
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Coastal Chic sunny and private in East Orleans \"center\" w  bed/bath rebuild 2024
Coastal Chic sunny and private in East Orleans \"center\" w bed/bath rebuild 2024
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

3 Bedrooms6 Guests
9.8

Exceptional

30 reviews

$560
Average price / night
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Sprawling Home With Private Association Lake Access (2289)
Sprawling Home With Private Association Lake Access (2289)
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

5 Bedrooms11 Guests
9.0

Fabulous

6 reviews

$925
Average price / night
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Family Tides home, perfect for up to 10 guests.
Family Tides home, perfect for up to 10 guests.
House
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms10 Guests
9.4

Superb

6 reviews

$1108
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
0.8k from Academy Playhouse 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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Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
House
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

10 Bedrooms24 Guests
10.0

Exceptional

14 reviews

$3170
Average price / night
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Central AC Close to Nauset Beach!
Central AC Close to Nauset Beach!
House
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

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

4 Bedrooms10 Guests
10.0

Exceptional

13 reviews

$595
Average price / night
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Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Condo
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

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

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$297
Average price / night
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Sweeping Water Views, Walk to Town, Outdoor Shower!
Sweeping Water Views, Walk to Town, Outdoor Shower!
House
Orleans, MA, 02657, United States
0.9k from Academy Playhouse center

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

3 Bedrooms6 Guests
New to Booking
$557
Average price / night
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Waterfront on Crystal Lake!
Waterfront on Crystal Lake!
House
Orleans, MA, 02653, United States
0.9k from Academy Playhouse center

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

3 Bedrooms6 Guests
9.8

Exceptional

29 reviews

$721
Average price / night
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Waterfront on the Cove, NEW Kitchen and Central AC
Waterfront on the Cove, NEW Kitchen and Central AC
House
Orleans, MA, 02653, United States
0.9k from Academy Playhouse center

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

3 Bedrooms7 Guests
9.8

Exceptional

14 reviews

$662
Average price / night
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Recently Renovated Home Close to Nauset Beach and Downtown Orleans (2326)
Recently Renovated Home Close to Nauset Beach and Downtown Orleans (2326)
House
Orleans, MA, 02653, United States
1.0k from Academy Playhouse center

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

3 Bedrooms6 Guests
7.6

Good

5 reviews

$472
Average price / night
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4 Bedroom Meetinghouse Pond Waterfront
4 Bedroom Meetinghouse Pond Waterfront
House
Orleans, MA, 02643, United States
1.0k from Academy Playhouse center

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

1 Bedroom9 Guests
New to Booking
$363
Average price / night
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Charming Restored Cottage near Nauset Beach, The Summer House
Charming Restored Cottage near Nauset Beach, The Summer House
Cottage
East Orleans, MA, 02653, United States
1.0k from Academy Playhouse center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

10 reviews

$604
Average price / night
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Adorable home in the heart of East Orleans!
Adorable home in the heart of East Orleans!
House
Orleans, MA, 02653, United States
1.0k from Academy Playhouse center

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

2 Bedrooms5 Guests
9.8

Exceptional

28 reviews

$310
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 Beach Rentals in Academy Playhouse.

Academy Playhouse Beach Rentals on the Map

Frequently Asked Questions

You can explore 196 verified beach rentals in Academy Playhouse. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Academy Playhouse vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $262 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Academy Playhouse offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Academy Playhouse welcome pets. Currently, 25 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Academy Playhouse often include amenities designed for coastal living, such as Ocean View, View, and Fireplace/Heating. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.