The Best Hotels with a Pool in South Wellfleet, MA from NT$2,622 in 2026 | Expedia

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Check availability on South Wellfleet Hotels with a Pool

Tonight

Jun 13 - Jun 14

Tomorrow

Jun 14 - Jun 15

Next weekend

Jun 19 - Jun 21

In two weeks

Jun 26 - Jun 28

Our top choices for South Wellfleet hotels with a pool

Children's activities

Blue Rock Resort

South Yarmouth

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

NT$4,150 total

includes taxes & fees

Jun 14 - Jun 15

Outdoor pool

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.

NT$4,902 total

includes taxes & fees

Jun 14 - Jun 15

2 indoor pools, seasonal outdoor pool, pool umbrellas, sun loungers

Charm on Main by Ocean Edge

Sea Pines

Escape to a white sand beach retreat with a seasonal outdoor pool, sun loungers, and umbrellas just steps from the shore.

NT$8,209 total

includes taxes & fees

Jun 14 - Jun 15

Outdoor pool

GuestLodge

West Dennis

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

NT$2,622 total

includes taxes & fees

Jun 14 - Jun 15

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.

NT$5,394 total

includes taxes & fees

Jun 21 - Jun 22

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers

Lighthouse Inn

West Dennis

Dive into paradise at this private beachside retreat with a sun-drenched pool, tennis court, and endless seaside recreation.

NT$6,483 total

includes taxes & fees

Jun 24 - Jun 25

Indoor pool

Top Mast Resort

North Truro

Stunning oceanfront retreat with an indoor pool and hot tub beckons for serene aquatic getaways.

NT$7,462 total

includes taxes & fees

Jun 19 - Jun 20

Seasonal outdoor pool

Dune Crest Hotel

North Truro

Sunshine-soaked dips at Cape Cod's seasonal pool retreat with tennis and bay views.

NT$6,774 total

includes taxes & fees

Jun 22 - Jun 23

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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

Blue Rock Resort

Blue Rock Resort

10/10 Excellent

"We ended up arriving very late into the night and they were extremely accommodating in providing us all the information needed! It was a clean room with the classic Cape Cod charm!"

Dune Crest Hotel

Dune Crest Hotel

10/10 Excellent

"We love staying at Dune Crest! The staff (notably Trinidad) are exceptionally friendly, Helen in reception is an absolute gem - her warmth and humor always makes us feel so welcome and at home. The property has had many lovely upgrades in the past year and the landscaping is beautiful. We had a large room with a balcony ( I believe they all have balconies, now) I did miss having a larger table or desk to play cards or games or even use a computer on a rainy day, and, for such a large room a comfortable chair wouldn’t amiss ( not that these were in the old rooms, either! — just a suggestion! ) The Dune Crest has become one of our favorite respites after our long Vermont winters."

Harbor Hotel Provincetown

Harbor Hotel Provincetown

10/10 Excellent

"This is a diamond in the rough. The exterior of the place seems quiet and boring, but walk into front desk and bam to your eyes. The colors inside the hotel are vibrant, the rooms are amazing colors, decor, and style. Did a little tour of the quiet hotel and too my surprise, pool bar, and pool party. We read about amenities by I never pay attention. But it was nice to see a fulling functioning pool bar and a decent amount of people enjoying the pool. I love this location, a diamond in the rough and away from the crowds of Provincetown. Provincetown is amazing but need a place to trying relax after all the walking, activities, shopping, and eating in P-Town."

The Villages at Ocean Edge

The Villages at Ocean Edge

6/10 Okay

"The place is nice. The outdoor pool was closed, but the indoor pool was fine. Unfortunately, we were billed $91 extra when we checked out. Staff explained this is an amenities fee to cover parking, the shuttle ( which we didn’t use), and the pools. They should disclose this upfront. I’m not sure we would have chosen them if they had been transparent. We will not stay there again."

Frequently asked questions

What are some accommodations with pools in South Wellfleet?

Harbor Hotel Provincetown: Hotel, 1-minute walk from Cape Cod Beaches. Features free self parking, a seasonal outdoor pool, and LCD televisions. The Provincetown Inn: Hotel, 1-minute walk from Cape Cod Beaches. Offers 3 restaurants, a seasonal outdoor pool, and 2 bars. Dune Crest Hotel: Hotel, 15-minute walk from Cape Cod Beaches. Provides daily, a seasonal outdoor pool, and free self parking. Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool, and a full-service spa. Holiday Hill Inn & Suites: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking.

What is there to see and do in South Wellfleet?

Explore places like Cape Cod Beaches while you're in South Wellfleet. Make a point to visit attractions like South Lieutenant Island 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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