Old Mansions - Vacation Rentals in Cupcake Charlie's

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $429

         

10.0 (91 Reviews)

House

Fun FALL Getaway

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Cotuit

View Availability

From US $506

         

|

8.7 (3 Reviews)

House

Cape House

• Air Conditioner
• Parking
• Balcony/Terrace

• Massachusetts
• Mashpee

View Availability

From US $921

         

|

New

Cottage

Private Pool & Screened Deck: Mashpee Home!

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Mashpee

View Availability

From US $330

         

10.0 (125 Reviews)

House

Great SUMMER WEEKS Available!

• Air Conditioner
• Parking
• Pet Friendly

• Mashpee
• Sandalwood Village

View Availability

From US $434

         

10.0 (3 Reviews)

House

Autumn Escape by the Cape 4 drm home

• Air Conditioner
• Parking
• View

• Mashpee
• New Seabury

View Availability

From US $179

         

|

8.6 (143 Reviews)

Apartment

Sea Mist Resort

• Air Conditioner
• Parking
• Pool

• Mashpee
• Sandalwood Village

View Availability

From US $527

         

9.6 (95 Reviews)

House

Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Mashpee

View Availability

From US $884

         

10.0 (2 Reviews)

House

Lisa Lane

• Wheelchair Accessible
• Balcony/Terrace
• Accessibility

• Mashpee
• New Seabury

View Availability

From US $257

         

|

9.6 (120 Reviews)

Cottage

Cape Cod Holiday Estates, a VRI resort

• Air Conditioner
• Parking
• Pool

• Mashpee
• New Seabury

View Availability

From US $207

         

10.0 (22 Reviews)

Apartment

Quaint Studio near Mashpee Commons

• Air Conditioner
• Parking
• TV

• East Falmouth
• Waquoit Village

View Availability

From US $278

         

10.0 (29 Reviews)

House

Tucked away in a private wooded setting

• Air Conditioner
• Parking
• TV

• Massachusetts
• East Falmouth

View Availability

From US $189

         

9.6 (116 Reviews)

House

Cape Cod cottage

• Air Conditioner
• Parking
• TV

• Massachusetts
• Mashpee

View Availability

From US $729

         

10.0 (131 Reviews)

House

Centrally-Located New Seabury Waterfront: Christmas At 35% Off!

• Air Conditioner
• Parking
• TV

• Mashpee
• Summersea

View Availability

From US $288

         

10.0 (62 Reviews)

House

Designer Home in Mashpee with central A/C

• Air Conditioner
• Parking
• TV

• Mashpee
• Seabrook

View Availability

From US $1,080

         

10.0 (55 Reviews)

House

Exclusive Poppy Island Waterfront home with Dock and Kayaks to Barrier Beach!

• Air Conditioner
• Parking
• TV

• Mashpee
• Popponesset Island

View Availability

From US $692

         

10.0 (29 Reviews)

House

Beautiful lakefront vacation property in Mashpee

• Air Conditioner
• Parking
• TV

• Massachusetts
• Mashpee

View Availability

From US $444

         

10.0 (21 Reviews)

House

Great family home in the heart of Cotuit Village

• Air Conditioner
• Parking
• TV

• Massachusetts
• Cotuit

View Availability

From US $657

         

10.0 (20 Reviews)

House

Fabulous 3BR/3BA vacation house in Cotuit that sleeps 8 and only 1 mile to beach

• Air Conditioner
• Parking
• TV

• Massachusetts
• Cotuit

View Availability

From US $652

         

10.0 (20 Reviews)

House

2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock

• Air Conditioner
• Parking
• Pet Friendly

• East Falmouth
• Waquoit Village

View Availability

From US $647

         

10.0 (19 Reviews)

House

Cozy Cape House!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Mashpee

View Availability

From US $344

         

10.0 (18 Reviews)

House

Cape Cod Getaway - close to beaches, shopping and more

• Air Conditioner
• Parking
• TV

• Massachusetts
• Mashpee

View Availability

From US $1,019

         

10.0 (16 Reviews)

House

Popponesset modern beach house 6 minute walk to private beach (plenty of beds)!

• Air Conditioner
• Parking
• TV

• Mashpee
• Popponesset

View Availability

From US $479

         

10.0 (14 Reviews)

House

Booking Summer 2026 Cape Escape! Modern Tranquil Cape home close to town beaches

• Air Conditioner
• Parking
• TV

• East Falmouth
• Waquoit Village

View Availability

From US $806

         

10.0 (12 Reviews)

House

Beautiful country home near beach in New Seabury on Cape Cod awaits you.

• Air Conditioner
• Parking
• TV

• Mashpee
• New Seabury

View Availability

★ Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cupcake Charlie's.