Title: South Wellfleet Vacation Rentals from CA $266: Short-Term Rentals for 2026 | Expedia.ca

[South Wellfleet Travel Guide](https://expedia.ca/South-Wellfleet.dx183345)[Hotels in South Wellfleet](https://expedia.ca/South-Wellfleet-Hotels.d183345.Travel-Guide-Hotels)[South Wellfleet Car Rentals](https://expedia.ca/Car-Rentals-In-South-Wellfleet.d183345.Car-Rental-Guide)[South Wellfleet Vacation Packages](https://expedia.ca/South-Wellfleet.d183345.Destination-Travel-Guides)

![South Wellfleet showing shopping](https://images.trvl-media.com/place/183345/4c9ea61e-872d-4f91-b9c5-b26200fe8147.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# South Wellfleet Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=183345&startDate=2025-12-14&endDate=2025-12-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=183345&startDate=2025-12-15&endDate=2025-12-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183345&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183345&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for South Wellfleet vacation rentals

![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/abe7cc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/180-2a992e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/01e797f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/43937c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wellfleet

[](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

10/10

Exceptional

(75)

"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janice H.

CA $192

CA $600 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information)

![Smart TV, offices](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/b98bb3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/b621cbee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/1e0f9b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7409298e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wellfleet

[](https://www.expedia.ca/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information)

9.4/10

Exceptional

(11)

"Property is beautiful, in a lovely setting, private but not too far from activities and great food. The house is maintained well and was perfectly clean, with a few maintenance issues which could be corrected quickly (bathroom doors that do not close and an extraordinarily squeaky upper floor.)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marshal G.

CA $271

CA $771 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/f962a24a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/d4f4e20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/4eeaa461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/32fc512e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Chatham

[](https://www.expedia.ca/Chatham-Hotels-Darling.h83815910.Hotel-Information)

9.6/10

Exceptional

(30)

"CutePrivateGreat outdoor showe "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie D.

CA $110

CA $436 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Chatham-Hotels-Darling.h83815910.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/0a0bedb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/e1baea8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/b1c9bc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/4d495670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Brewster

[](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

10/10

Exceptional

(25)

"Lovely house with nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

amy d.

CA $177

CA $953 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/bab152c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/9355f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Chatham

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

9.6/10

Exceptional

(101)

"Our second year in a row staying here. Cute house and great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin M.

CA $123

CA $559 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/acaead50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/2e3b0e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/43593282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/bae47548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Eastham

[](https://www.expedia.ca/Eastham-Hotels-Waterfront-At-The-Velvet-CrabAmazing-Sunsets.h69627390.Hotel-Information)

9.8/10

Exceptional

(23)

"Everything was great, we really enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna T.

CA $214

CA $589 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Eastham-Hotels-Waterfront-At-The-Velvet-CrabAmazing-Sunsets.h69627390.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/51000000/50750000/50743500/50743416/9f8c234e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/51000000/50750000/50743500/50743416/72bcded2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/51000000/50750000/50743500/50743416/d2910513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50750000/50743500/50743416/0be825e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Provincetown

[](https://www.expedia.ca/Provincetown-Hotels-Gorgeous-Waterfront-Studio-W-Beach-Access-Sitting-On-Downtown-Commercial-Street.h50743416.Hotel-Information)

8.8/10

Excellent

(30)

"Clean, nicely appointed, great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David C.

CA $165

CA $597 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Provincetown-Hotels-Gorgeous-Waterfront-Studio-W-Beach-Access-Sitting-On-Downtown-Commercial-Street.h50743416.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/w1280h884x0y3-f8eab3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/333a1f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/309175c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/5737f5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dennis

[](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

9.0/10

Wonderful

(2)

"Very cute cottage. Very clean and grounds well manicured. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $191

CA $467 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/a83d5a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/7d5db133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/71759a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115550000/115546000/115545914/9f66402e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Provincetown

[](https://www.expedia.ca/Provincetown-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Provincetown.h115545914.Hotel-Information)

8.8/10

Excellent

(5)

"This is definitely the place you want to book when staying in PTown. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark P.

CA $131

CA $268 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Provincetown-Hotels-Charming-1-Bedroom-Apartment-In-Fabulous-Provincetown.h115545914.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/8928d372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/3e9866f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Brewster

[](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

9.6/10

Exceptional

(50)

"House was perfect for our family reunion! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregg H.

CA $182

CA $712 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/0f4547ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/b622a8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/1e6789c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/ceca8394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harwich

[](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

9.8/10

Exceptional

(11)

"Host was very responsive and the house provided everything we needed. Great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley M.

CA $219

CA $715 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/67e7efb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/d0678136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/6abdb82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/w2399h905x0y0-78e213c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eastham

[](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information)

10/10

Exceptional

(7)

"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kallee M.

CA $214

CA $696 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/7255c893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/f2144f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/933367ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/1b667609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eastham

[](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information)

10/10

Exceptional

(21)

"Lovely property, spacious and VERY clean..location is ideal..."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy M.

CA $222

CA $689 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/2f8ad258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/6ffe2404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/9fd0f68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/a3f98a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Harwich port

[](https://www.expedia.ca/Harwich-Port-Hotels-The-Nantucket-Room-Unit-2.h69384906.Hotel-Information)

9.8/10

Exceptional

(49)

"amazing location and cute place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adriana A.

CA $172

CA $309 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Harwich-Port-Hotels-The-Nantucket-Room-Unit-2.h69384906.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/728a4339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/639adb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/3bdd02f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/d8a1ebdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Yarmouth

[](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

10/10

Exceptional

(12)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin B.

CA $233

CA $774 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/d9beb8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/23e79160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/d7b45073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/7987321f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eastham

[](https://www.expedia.ca/Eastham-Hotels-Lovely-House-5-Min-To-Beach-With-Deck.h116637224.Hotel-Information)

10/10

Exceptional

(1)

"Great house with comfy beds. Would consider staying again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan C.

CA $205

CA $671 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Eastham-Hotels-Lovely-House-5-Min-To-Beach-With-Deck.h116637224.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/42000000/41190000/41180500/41180439/63f53102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/42000000/41190000/41180500/41180439/60696ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/42000000/41190000/41180500/41180439/14f7698a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/42000000/41190000/41180500/41180439/991ae0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Eastham

[](https://www.expedia.ca/Eastham-Hotels-King-BedHot-TubWaterfront-The-Lotus.h41180439.Hotel-Information)

10/10

Exceptional

(18)

"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David B.

CA $264

CA $690 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Eastham-Hotels-King-BedHot-TubWaterfront-The-Lotus.h41180439.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/d0cb1259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/8098adcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/f59a2e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/8e411523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eastham

[](https://www.expedia.ca/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.Hotel-Information)

10/10

Exceptional

(8)

"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole V.

CA $214

CA $679 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w1024h676x0y3-52a33aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w1024h672x0y6-5d0a56e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w911h682x57y1-9c011222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/db367aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Brewster

[](https://www.expedia.ca/Brewster-Hotels-Stylish-2nd-Floor-Ocean-Edge-Condo.h90150286.Hotel-Information)

9.8/10

Exceptional

(9)

"Great property. It looks like it was recently renovated and done really well. Convenient to the beaches and restaurants, and golf. We love Brewster. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Garret J.

CA $245

CA $585 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Brewster-Hotels-Stylish-2nd-Floor-Ocean-Edge-Condo.h90150286.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/48b21b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/cc6892c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/78fdfbc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/w1024h707x0y3-34e37554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dennis

[](https://www.expedia.ca/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information)

9.8/10

Exceptional

(177)

"Great location, clean property!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa B.

CA $123

CA $430 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29&regionId=183345&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=South+Wellfleet%2C+Massachusetts%2C+United+States+of+America&regionId=183345&latLong=41.905366%2C-69.999934&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=South+Wellfleet%2C+Massachusetts%2C+United+States+of+America&regionId=183345&latLong=41.905366%2C-69.999934&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=South+Wellfleet%2C+Massachusetts%2C+United+States+of+America&regionId=183345&latLong=41.905366%2C-69.999934&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=South+Wellfleet%2C+Massachusetts%2C+United+States+of+America&regionId=183345&latLong=41.905366%2C-69.999934&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=South+Wellfleet%2C+Massachusetts%2C+United+States+of+America&regionId=183345&latLong=41.905366%2C-69.999934&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=South+Wellfleet%2C+Massachusetts%2C+United+States+of+America&regionId=183345&latLong=41.905366%2C-69.999934&adults=2&startDate=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=VILLA)

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## Top South Wellfleet Hotel Reviews

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg)

### Chatham Bars Inn

10/10 Excellent

"Helpful staff & food & drinks were great ! "

[](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)

![Mercury Hotel Provincetown](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/917d85d9_y.jpg)

### Mercury Hotel Provincetown

10/10 Excellent

"The room was GREAT! Plenty of room to relax, comfortable king bed, great bathroom. My only disappointment was that there was no ice available. Nice location, easy parking, and just off Commercial and Bradford Streets."

[](https://expedia.ca/Provincetown-Hotels-The-BeaconLight-Guest-House.h1501547.Hotel-Information)

![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg)

### Chatham Wayside Inn

10/10 Excellent

"Wonderful stay! I’m sure that I’ll be back,"

[](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

![Cape Colony Inn](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/70a957c7_y.jpg)

### Cape Colony Inn

10/10 Excellent

"The staff was great! The rooms are updated, and the price is more than reasonable for ptown. "

[](https://expedia.ca/Provincetown-Hotels-Cape-Colony-Inn.h5350999.Hotel-Information)

![Edgewater Beach Resort, a VRI resort](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/5e9e9f5c_y.jpg)

### Edgewater Beach Resort, a VRI resort

10/10 Excellent

"You cannot see the beach from your rooms, but it’s a five minute walk. We normally go in the winter no crowds and you could enjoy the scenery."

[](https://expedia.ca/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information)

![Crowne Pointe Historic Inn & Spa - Adults Only](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/b8ab45a0_y.jpg)

### Crowne Pointe Historic Inn & Spa - Adults Only

10/10 Excellent

"Chris at the front desk was amazing, he made our trip. Our room was cozy and the services, complimentary breakfast, wine and cheese hour made the stay wonderful. Easy walking the tie, great location! "

[](https://expedia.ca/Provincetown-Hotels-Crowne-Pointe-Historic-Inn-Spa-Adults-Only.h906319.Hotel-Information)

![Modern Beachfront Condo, Gorgeous Views and Centrally Located](https://images.trvl-media.com/lodging/61000000/60390000/60385500/60385476/5e8570d8_y.jpg)

### Modern Beachfront Condo, Gorgeous Views and Centrally Located

10/10 Excellent

"We loved our stay in this condo. It is beautifully designed with a fantastic kitchen. The view is stunning and you are right in the middle of everything. Parking could be a problem during the busy season since there isn’t any directly in front of the condo. Thankfully this wasn’t an issue for us. We would definitely stay again. "

[](https://expedia.ca/Provincetown-Hotels-Modern-Beachfront-Condo.h60385476.Hotel-Information)

![Breakwater Hotel](https://images.trvl-media.com/lodging/34000000/33310000/33302900/33302809/3eeba471_y.jpg)

### Breakwater Hotel

10/10 Excellent

"Everything was fantastic, staff included! "

[](https://expedia.ca/Provincetown-Hotels-Breakwater-Hotel.h33302809.Hotel-Information)

![Four Points by Sheraton Eastham Cape Cod](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/2bea73dd_y.jpg)

### Four Points by Sheraton Eastham Cape Cod

10/10 Excellent

"All was good"

[](https://expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information)

## Find out more about South Wellfleet

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with South Wellfleet. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in South Wellfleet ](https://expedia.ca/South-Wellfleet-Private-Vacation-Homes.d183345-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in South Wellfleet ](https://expedia.ca/South-Wellfleet-Cottages.d183345-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in South Wellfleet ](https://expedia.ca/South-Wellfleet-Condos.d183345-aaCondos.Travel-Guide-Accommodation)
- [Apartments in South Wellfleet ](https://expedia.ca/South-Wellfleet-Apartments.d183345-aaApartments.Travel-Guide-Accommodation)
- [B&B in South Wellfleet ](https://expedia.ca/South-Wellfleet-Bed-And-Breakfast.d183345-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in South Wellfleet ](https://expedia.ca/South-Wellfleet-Motels.d183345-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in South Wellfleet ](https://expedia.ca/South-Wellfleet-Guest-Houses.d183345-aaGuestHouses.Travel-Guide-Accommodation)
- [Resorts in South Wellfleet ](https://expedia.ca/South-Wellfleet-Resort-Hotels.d183345-aaResortHotels.Travel-Guide-Accommodation)
- [Aparthotels in South Wellfleet ](https://expedia.ca/South-Wellfleet-Apart-Hotels.d183345-aaApartHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in South Wellfleet ](https://expedia.ca/South-Wellfleet-Cabins.d183345-aaCabins.Travel-Guide-Accommodation)
- [Villas in South Wellfleet ](https://expedia.ca/South-Wellfleet-Villas.d183345-aaVillas.Travel-Guide-Accommodation)
- [Inns in South Wellfleet ](https://expedia.ca/South-Wellfleet-Inns.d183345-aaInns.Travel-Guide-Accommodation)
- [Lodges in South Wellfleet ](https://expedia.ca/South-Wellfleet-Lodges.d183345-aaLodges.Travel-Guide-Accommodation)
- [Farmstay in South Wellfleet ](https://expedia.ca/South-Wellfleet-Agritourism.d183345-aaAgritourism.Travel-Guide-Accommodation)
- [Hostels in South Wellfleet ](https://expedia.ca/South-Wellfleet-Hostels.d183345-aaHostels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in South Wellfleet?

### What are some of the best vacation rentals that South Wellfleet has to offer?

### How many vacation rentals are there in South Wellfleet?

### What’s there to see and do in South Wellfleet?

### What’s a vacation rental in South Wellfleet like?

### Expedia's Latest Trends

Hotels

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Flights

- [Flights to Springfield](https://expedia.ca/Cheap-Flights-To-Springfield.d6047669.Travel-Guide-Flights)
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Activities

- [Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)
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General

- [Visit Great Barrington](https://expedia.ca/Great-Barrington.dx110336)
- [Visit Worcester](https://expedia.ca/Worcester.dx6023336)
- [Visit Shelburne Falls](https://expedia.ca/Shelburne-Falls.dx6294302)
- [Visit Rockport](https://expedia.ca/Rockport.dx6350)
- [Visit Centerville](https://expedia.ca/Centerville.dx88031)
- [Visit West Yarmouth](https://expedia.ca/West-Yarmouth.dx10485)
- [Visit Manchester-by-the-Sea](https://expedia.ca/Manchester-By-The-Sea.dx129363)

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## Go further with the Expedia app

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