Oceanfront Rentals in Cupcake Charlie's, MA: Compare 10+ Sites & Save

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  5.  Mashpee
  6.  Cupcake Charlie's

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376 Best Oceanfront Rentals in Cupcake Charlie's (Starting from $104)

Sea Mist Resort
Sea Mist Resort
Resort
Cupcake Charlie's, Mashpee, Massachusetts, USA
0.8k from Cupcake Charlie's center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Jacuzzis, Places to stay, Family

90 Bedrooms15 Guests
8.4

Very Good

131 reviews

$577
Average price / night
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Great SUMMER WEEKS Available!
Great SUMMER WEEKS Available!
House
New Seabury, MA, 02649, United States
1.0k from Cupcake Charlie's center

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

3 Bedrooms6 Guests
10.0

Exceptional

125 reviews

$457
Average price / night
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Beach and Lake Access Home with Porch in Mashpee!
Beach and Lake Access Home with Porch in Mashpee!
House
Mashpee, MA, USA
3.3k from Cupcake Charlie's center

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

4 Bedrooms8 Guests
New to Booking
$162
Average price / night
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Bright & Spacious Poolside Cape Getaway
Bright & Spacious Poolside Cape Getaway
House
Mashpee, MA, 02649, United States
1.7k from Cupcake Charlie's center

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

3 Bedrooms8 Guests
New to Booking
$719
Average price / night
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Overlook Poolside Getaway With Seasonal Pool
Overlook Poolside Getaway With Seasonal Pool
House
Falmouth, MA, USA
3.8k from Cupcake Charlie's center

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

3 Bedrooms7 Guests
New to Booking
$427
Average price / night
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7 Yachtsman Circle - Mashpee Escape, short drive to beach and Commons
7 Yachtsman Circle - Mashpee Escape, short drive to beach and Commons
House
Mashpee, MA, 02649, United States
1.9k from Cupcake Charlie's center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$378
Average price / night
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New Seabury Retreat. Butchart Gardens' Inspired
New Seabury Retreat. Butchart Gardens' Inspired
House
Mashpee, MA, USA
3.8k from Cupcake Charlie's center

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

5 Bedrooms8 Guests
New to Booking
$474
Average price / night
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Mashpee River Adventures! Serene Family Retreat
Mashpee River Adventures! Serene Family Retreat
House
Mashpee, MA, 02649, United States
2.0k from Cupcake Charlie's center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$294
Average price / night
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2 Mi to Public Beach Access! Cape Cod Family Home
2 Mi to Public Beach Access! Cape Cod Family Home
House
Mashpee, MA, USA
4.2k from Cupcake Charlie's center

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

5 Bedrooms10 Guests
New to Booking
$517
Average price / night
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Mashpee Manor Pool House-with a private back yard for the whole family!
Mashpee Manor Pool House-with a private back yard for the whole family!
House
Mashpee, MA, 02649, United States
2.2k from Cupcake Charlie's center

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

4 Bedrooms12 Guests
9.2

Superb

9 reviews

$869
Average price / night
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quarter Mi to Beach Home with Cotuit Bay View!
quarter Mi to Beach Home with Cotuit Bay View!
House
Cotuit, MA, USA
4.5k from Cupcake Charlie's center

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

3 Bedrooms6 Guests
New to Booking
$278
Average price / night
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Modern home with dog-friendly yard, private pool/hot tub, pickleball & fast WiFi
Modern home with dog-friendly yard, private pool/hot tub, pickleball & fast WiFi
House
Mashpee, MA, 2649, United States
2.2k from Cupcake Charlie's center

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

4 Bedrooms8 Guests
9.8

Exceptional

23 reviews

$998
Average price / night
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2 Mi to Shore Home with BBQ and Beach Gear in Mashpee
2 Mi to Shore Home with BBQ and Beach Gear in Mashpee
House
Mashpee, MA, USA
5.3k from Cupcake Charlie's center

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

4 Bedrooms8 Guests
New to Booking
$412
Average price / night
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Cappawack Cottage | Charming 3 BDR w/Fire Pit
Cappawack Cottage | Charming 3 BDR w/Fire Pit
House
Mashpee, MA, 02649, United States
2.4k from Cupcake Charlie's center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
9.8

Exceptional

11 reviews

$374
Average price / night
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Hammock Hideaway
Hammock Hideaway
Apartment
Cupcake Charlie's, Mashpee, Massachusetts, USA
6.1k from Cupcake Charlie's center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$525
Average price / night
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Walk to Marina & Boat Launch! Family Mashpee Home
Walk to Marina & Boat Launch! Family Mashpee Home
House
Mashpee, MA, 02649, United States
2.5k from Cupcake Charlie's center

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

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$355
Average price / night
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Exceptional New Seabury Mews Property
Exceptional New Seabury Mews Property
Villa
Mashpee, MA, USA
6.2k from Cupcake Charlie's center

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

2 Bedrooms6 Guests
New to Booking
$200
Average price / night
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Pool & Screened Deck! Home 2 Mi to Mashpee Commons
Pool & Screened Deck! Home 2 Mi to Mashpee Commons
House
Mashpee, MA, 02649, United States
2.5k from Cupcake Charlie's center

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

4 Bedrooms8 Guests
8.0

Good

8 reviews

$507
Average price / night
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Maushop Village Getaway with Private Beach Access!
Maushop Village Getaway with Private Beach Access!
Apartment
Mashpee, MA, USA
6.2k from Cupcake Charlie's center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

2 Bedrooms4 Guests
New to Booking
$589
Average price / night
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Beachfront On John's Pond, Indoor HEATED Pool, and Dock!
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!
House
Mashpee, MA, 02649, United States
2.6k from Cupcake Charlie's center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms7 Guests
9.6

Exceptional

98 reviews

$831
Average price / night
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Charming Cape Cod Retreat Nestled b/w Popponesset Bay and Mashpee River
Charming Cape Cod Retreat Nestled b/w Popponesset Bay and Mashpee River
House
Mashpee, MA, 02649, United States
2.6k from Cupcake Charlie's center

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

3 Bedrooms6 Guests
9.8

Exceptional

28 reviews

$593
Average price / night
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Cozy Cottage- Bright, 2 Bedroom- Great Location
Cozy Cottage- Bright, 2 Bedroom- Great Location
House
Mashpee, MA, 02649, United States
2.8k from Cupcake Charlie's center

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

2 Bedrooms6 Guests
8.8

Fabulous

3 reviews

$309
Average price / night
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waterfront-pool-large groups and families-kayaks & bikes-beach pass
waterfront-pool-large groups and families-kayaks & bikes-beach pass
House
Cotuit, MA, 02635, United States
2.9k from Cupcake Charlie's center

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

5 Bedrooms10 Guests
10.0

Exceptional

25 reviews

$2196
Average price / night
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Spacious East Falmouth Home w/ Pool and Central AC RPAM038
Spacious East Falmouth Home w/ Pool and Central AC RPAM038
House
East Falmouth, MA, 02536, United States
2.9k from Cupcake Charlie's center

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

5 Bedrooms10 Guests
9.6

Exceptional

19 reviews

$1004
Average price / night
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Clams & Shells: 252-Co   High End Cotuit Waterfront, Pool & Dock, Bring your Boat!
Clams & Shells: 252-Co High End Cotuit Waterfront, Pool & Dock, Bring your Boat!
House
Cotuit, MA, 02635, United States
3.0k from Cupcake Charlie's center

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

4 Bedrooms8 Guests
New to Booking
$2174
Average price / night
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Quaint Studio near Mashpee Commons
Quaint Studio near Mashpee Commons
Apartment
East Falmouth, MA, 02536, United States
3.0k from Cupcake Charlie's center

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

1 Bedroom4 Guests
10.0

Exceptional

22 reviews

$258
Average price / night
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Beautiful Riverview Condominium
Beautiful Riverview Condominium
House
Mashpee, MA, 02649, United States
3.0k from Cupcake Charlie's center

AC, Balcony, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$104
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 Cupcake Charlie's.

Where to stay in Cupcake Charlie's? Best neighborhoods & areas

Cupcake Charlie's Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 376 verified oceanfront rentals in Cupcake Charlie's. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Cupcake Charlie's vary depending on the property size, exact beachfront location, and season. Rates typically start from around $104 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 Cupcake Charlie's 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 Cupcake Charlie's welcome pets. Currently, 31 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 Cupcake Charlie's often include features designed for a comfortable coastal stay, such as Ocean View, 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.