The Best Hotels with a Pool in South Wellfleet, MA from ₩173,777 in 2026

Q: What are some accommodations with pools in South Wellfleet?

The Provincetown Inn : Hotel, 1-minute walk from Cape Cod Beaches. Features 3 restaurants, a seasonal outdoor pool, and 2 bars. Dune Crest Hotel : Hotel, 6-minute walk from Cape Cod National Seashore. Offers daily, a seasonal outdoor pool, and free self parking. All Seasons Resort, Trademark Collection by Wyndham : Hotel located near Cape Cod Beaches. Provides a seasonal outdoor pool, an indoor pool, and a sauna. Holiday Hill Inn & Suites : Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Harbor Hotel Provincetown : Hotel, 1-minute walk from Cape Cod Beaches. Offers free self parking, a seasonal outdoor pool, and LCD televisions.

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Our top choices for South Wellfleet hotels with a pool

GuestLodge

West Dennis

Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.

₩173,777 total

includes taxes & fees

Jul 27 - Jul 28

Blue Rock Resort

South Yarmouth

Enjoy peaceful days by a seasonal outdoor pool surrounded by manicured gardens at this tranquil Cape Cod retreat.

₩308,385 total

includes taxes & fees

Jul 26 - Jul 27

Travelodge by Wyndham Cape Cod Area

West Dennis

Splash into Cape Cod vacation bliss at this outdoor pool sanctuary with comfy rooms nearby beaches.

₩185,971 total

includes taxes & fees

Jul 19 - Jul 20

Queen Anne Inn

Chatham

Victorian oasis offers seasonal outdoor pool with comfortable loungers and shaded umbrellas.

₩509,910 total

includes taxes & fees

Aug 10 - Aug 11

Love Farms Lodge

West Dennis

Seasonal outdoor pool creates a sunny retreat near Cape Cod beaches with free shuttles to sand and surf adventures.

₩363,192 total

includes taxes & fees

Aug 10 - Aug 11

Seasonal outdoor pool, pool umbrellas, sun loungers

Holiday Hill Inn & Suites

Dennis Port

Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.

₩281,528 total

includes taxes & fees

Aug 16 - Aug 17

Olde Tavern Motel And Inn

Orleans

Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.

₩322,194 total

includes taxes & fees

Jul 21 - Jul 22

The Escape Inn

Bass River

Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.

₩314,135 total

includes taxes & fees

Jul 20 - Jul 21

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Choose what matters most at hotels with a pool in South Wellfleet

Breakfast included

4 stars

Top South Wellfleet Hotel Reviews

Holiday Hill Inn & Suites

10/10 Excellent

"Pool was very well maintained. The staff was very nice and helpful. Room was bigger than I expected. Room was clean. It took us a few to find the bathroom light switch but that was hilarious. And got a kick out of the phone. Excellent location and wonderful friendly staff. Definitely will stay here again. All in all fantastic experience. Loved that it was family owned and they really were super helpful and kind."

Harbor Hotel Provincetown

8/10 Good

"The room was clean and quiet. The property is nice with a cool midcentury modern vibe. The only issue I had was with check-in. I got early check-in (which is available with a fee). I got there around noon and was immediately dismissed by the lady at the desk with “check-in is at 4” without checking to see if I had early check-in - she checked me in when I explained I paid for early check-in. If you’re looking to do a lot of things in town, this place is kind of out of the way. But nice nevertheless."

Frequently asked questions

What are some accommodations with pools in South Wellfleet?

The Provincetown Inn: Hotel, 1-minute walk from Cape Cod Beaches. Features 3 restaurants, a seasonal outdoor pool, and 2 bars. Dune Crest Hotel: Hotel, 6-minute walk from Cape Cod National Seashore. Offers daily, a seasonal outdoor pool, and free self parking. All Seasons Resort, Trademark Collection by Wyndham: Hotel located near Cape Cod Beaches. Provides a seasonal outdoor pool, an indoor pool, and a sauna. Holiday Hill Inn & Suites: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Harbor Hotel Provincetown: Hotel, 1-minute walk from Cape Cod Beaches. Offers free self parking, a seasonal outdoor pool, and LCD televisions.

What is there to see and do in South Wellfleet?

Explore places like Cape Cod National Seashore and Cape Cod Beaches while you're in South Wellfleet. Make a point to visit attractions like Lecount Hollow Beach and Lieutenant Island.

When is the best time to book a hotel with a pool in South Wellfleet?

Taking into account the local weather in South Wellfleet can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 66°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for South Wellfleet is 53 inches.

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