Find hotels with pools in Pleasant Point, Wellfleet from $90

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Check availability on Pleasant Point Hotels with a Pool

Top Pleasant Point Hotels with a Pool

Seasonal outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas
Cape Colony Inn

Cape Colony Inn

2.5 star property
Provincetown
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (1001)
Seasonal swimming beckons at the immaculately maintained outdoor pool, complete with comfortable sun loungers and umbrellas. Guests rave about the pristine grounds featuring a gas fire pit for evening relaxation and convenient BBQ grills nearby.
$79 nightly
The price is $90
Nov 23 - Nov 24
Total with taxes and fees
Cape Colony Inn
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (592)
Sparkling waters beckon at the seasonal outdoor pool, surrounded by comfortable loungers and umbrellas from June through September. Guests appreciate this refreshing retreat after exploring nearby Cape Cod beaches and shopping destinations.
$174 nightly
The price is $199
Nov 23 - Nov 24
Total with taxes and fees
Chatham Wayside Inn
Couples treatment rooms, sauna, hot tub, steam room, body treatments
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4.0 star property
Provincetown
  • Outdoor pool
  • Near the beach
  • 2 hot tubs
9.2 out of 10, Wonderful, (833)
Soothing waters await at this Victorian retreat offering 24-hour pool access and dual hot tubs complementing the onsite spa. Guests rave about rejuvenating treatments, made-to-order breakfasts, and cozy fireplaces throughout the property.
$156 nightly
The price is $179
Dec 19 - Dec 20
Total with taxes and fees
Crowne Pointe Historic Inn & Spa - Adults Only
Seasonal outdoor pool
Pelham on Earle

Pelham on Earle

3.0 star property
West Harwich
  • Near the beach
9.4 out of 10, Exceptional, (73)
Seasonal outdoor swimming beckons from May to September at this peaceful hotel near Cape Cod beaches. Rooms feature designer toiletries and modern amenities, while attentive staff provide beach essentials like chairs and umbrellas for seaside adventures.
$226 nightly
The price is $258
Nov 21 - Nov 22
Total with taxes and fees
Pelham on Earle
Seasonal outdoor pool
Skaket Beach Motel

Skaket Beach Motel

2.0 star property
Orleans
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.2 out of 10, Wonderful, (448)
Sparkling waters welcome guests from June to October in the meticulously maintained seasonal pool. Surrounded by gardens and complemented by mini golf facilities, this refreshing retreat sits moments from Cape Cod's stunning beaches.
$100 nightly
The price is $114
Nov 23 - Nov 24
Total with taxes and fees
Skaket Beach Motel
Indoor pool, seasonal outdoor pool
Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

3.0 star property
Eastham
  • Indoor pool
8.2 out of 10, Very Good, (850)
Swimming enthusiasts relish year-round options with the heated indoor pool complemented by a seasonal outdoor oasis. Families appreciate the convenient towel service while active travelers enjoy nearby hiking trails and bike rentals before relaxing at Bellamys Grill and Bar.
$118 nightly
The price is $135
Nov 25 - Nov 26
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod
Outdoor pool, pool umbrellas, sun loungers
A Beach Breeze Inn

A Beach Breeze Inn

2.5 star property
West Harwich
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.6 out of 10, Exceptional, (271)
Surrounded by comfortable loungers and shade umbrellas, the immaculate outdoor pool offers a peaceful retreat after exploring nearby beaches. Friendly staff provide excellent service while guests enjoy proximity to sailing, kayaking, and hiking trails.
$129 nightly
The price is $148
Nov 23 - Nov 24
Total with taxes and fees
A Beach Breeze Inn
Seasonal outdoor pool
Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod

2.0 star property
Orleans
  • Near the beach
8.0 out of 10, Very Good, (784)
Sparkling aquatic relaxation awaits at the immaculate seasonal pool, open May through September from morning until evening. Perfectly positioned near Cape Cod beaches, this tranquil hotel offers spotless accommodations and lush garden views.
$105 nightly
The price is $120
Nov 23 - Nov 24
Total with taxes and fees
Rodeway Inn Orleans - Cape Cod
Poolside bar
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 star property
Brewster
  • 3 outdoor pools
  • 2 indoor pools
  • 3 poolside bars
  • Children's pool
  • On private beach
  • Hot tub
8.4 out of 10, Very Good, (1003)
Dive into vacation bliss across 5 refreshing pools, including dedicated children's options and relaxing hot tub sanctuaries. Multiple poolside bars serve cocktails while guests soak up the sun between rounds of golf or spa treatments on this beachfront paradise.
$170 nightly
The price is $195
Nov 25 - Nov 26
Total with taxes and fees
The Villages at Ocean Edge
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
Dennis Port
  • 2 outdoor pools
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • 2 hot tubs
8.6 out of 10, Excellent, (221)
Poolside paradise meets oceanfront escape at this resort where loungers and umbrellas surround 3 refreshing pools. A beach bar and poolside cocktail service complement hot tubs, creating the ultimate water-centric getaway on Cape Cod.
$115 nightly
The price is $132
Nov 21 - Nov 22
Total with taxes and fees
The Corsair & Cross Rip Oceanfront Resort
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.
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Top Pleasant Point Hotel Reviews

Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

10/10 Excellent
"Room was clean and the staff was great"
Linda 5-night trip
Posted 6 days ago
Edgewater Beach Resort, a VRI resort

Frequently asked questions

What are some hotels with pools in Pleasant Point?
Chatham Bars Inn: Features a private beach, a seasonal outdoor pool, and a full-service spa. Wequassett Resort and Golf Club: Offers a private beach, a seasonal outdoor pool, and 6 restaurants. Chatham Wayside Inn: Provides daily, a seasonal outdoor pool, and free self parking. Surfside Hotel and Suites: Features a private beach, a seasonal outdoor pool, and daily. Cape Colony Inn: Offers daily, a seasonal outdoor pool, and free self parking.
What is there to see and do in Pleasant Point?
Make a point to visit attractions like Cahoon Hollow Beach and Commercial Street. Discover sights such as Lieutenant Island, Wellfleet Bay Wildlife Sanctuary, and Cape Cod National Seashore during your stay.

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