
Wellfleet Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Wellfleet holiday rentals

1. Waterfront Cottage - fantastic unobstructed views!!
Waterfront Cottage - fantastic unobstructed views!!
2. On Town Cove with salt water access! Kayaks and paddle board available for use!
On Town Cove with salt water access! Kayaks and paddle board available for use!

5. Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
6. Castaway Cottage on the bay~Dog Friendly Too!
Castaway Cottage on the bay~Dog Friendly Too!
7. Great for Families! Brewster Home 6 Mi to Beach
Great for Families! Brewster Home 6 Mi to BeachFind holiday rentals that suit your style
Top Wellfleet Hotel Reviews

Freebird Motor Lodge by Reverie Boutique Collection
Find out more about Wellfleet
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wellfleet holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Wellfleet. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wellfleet. Seeing all the best attractions is bound to make you fall in love with Wellfleet. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wellfleet short-term rentals, that won’t be hard to do.
Explore a world of travel with Expedia
- East Orleans Hotels
- Hotels near Cahoon Hollow Beach
- Hotels near Province Lands Visitor Center
- Eastham Hotels
- North Truro Hotels
- Truro Hotels
- Chatham Hotels
- East Harwich Hotels
- Hotels near Chatham Shark Center
- Harwich Port Hotels
- Provincetown Hotels
- Hotels near Cockle Cove Beach
- Wellfleet Hotels
- Hotels near Nauset Light Beach
- Hotels near Skaket Beach
- Brewster Hotels
- North Chatham Hotels
- Dennis Hotels
- Harwich Hotels
- Hotels near Commercial Street
- Dennis Port Hotels
- West Chatham Hotels
- Orleans Hotels
- East Dennis Hotels
- Cheap Hotels in Chatham
- Luxury Hotels in Chatham
- Boutique Hotels in Chatham
- Beach Hotels in Chatham
- Beach Hotels in Wellfleet
- Lgbt Welcoming Hotels in Truro
- Spa Hotels in Orleans
- Lgbt Welcoming Hotels in Provincetown
- Apartments in Chatham
- Cottages in Chatham
- B&B in Chatham
- Resort in Chatham
- Cottages in North Eastham
- Serviced Apartments in Beech Forest Trail
- Hostels in Provincetown Causeway
- Cottages in West Chatham
- Condo Rentals in Province Lands Bike Trail
- Motels in Province Lands Bike Trail
- Resort in Province Lands Bike Trail
- Motels in Eastham
- Cottages in North Truro
- Condo Rentals in North Truro
- Hostels in Truro
- B&B in Brewster
- Resort in Brewster
- Cottages in Brewster
- Spm Resorts in Harwich Port
- Mayo Beach
- Chatham Holidays
- Wellfleet Holidays
- Cape Cod National Seashore
- Grays Beach
- Herring Cove Beach
- Hardings Beach
- Caleb Nickerson House
- Academy Playhouse
- Marconi Beach
- Earle Road Beach
- Cockle Cove Beach
- Head of the Meadow Beach
- Follins Pond
- Race Point Lighthouse
- Church of the Transfiguration Orleans
- Winslow Crocker House
- Edward Penniman House and Barn
- Crosby Landing Beach
- Nauset Light Beach
- Truro Vineyards of Cape Cod
- Breakwater Beach
- Cape Rep Theatre
- Pilgrims' First Landing Park
- Coast Guard Beach
- Visit Provincetown Causeway
- Visit North Truro
- Visit West Chatham
- Visit Cape Cod
- Visit Harwich Port
- Visit Eastham


















































































