There’s something undeniably special about finding a vacation rental with a private pool on Cape Cod or the Islands. After a long beach day, bike ride, or afternoon exploring town, having your own pool waiting at home feels like the ultimate luxury — especially during peak summer weeks.
Whether you’re searching for Cape Cod vacation rentals with pools, a Martha’s Vineyard home with a heated pool, or a Nantucket vacation rental with a private pool, this guide will help you understand what to look for, when to book, and why pool homes are among the most sought-after rentals on the Cape & Islands.
Below, you’ll also find a curated selection of vacation homes with pools available through WeNeedaVacation — with listings you can explore and update as availability changes.
Why Choose a Vacation Rental with a Pool?
While beaches are the star attraction on the Cape and Islands, a private pool adds flexibility and comfort to your stay:
- Perfect for families with kids who want to swim anytime
- Ideal for multi-generational groups with varying energy levels
- Great for windy or cooler beach days
- Heated pools extend the season into late spring and early fall
- Private, uncrowded, and steps from your door
Pool homes also tend to feature larger yards, outdoor dining areas, and entertaining spaces — making them ideal for reunions, milestone birthdays, or simply relaxing together.
Here is a selection of homes with pools waiting to host your perfect Cape & Islands getaway.
1) Sip of Sunshine: Fabulous Heated Pool, AC, 1/2 Mile to Beach
2) Truro Summer Oasis
3) Pool Villa on the 13th Hole of the New Seabury Golf Course
4) Katama - Walk to town with a pool!
5) Private 5 BR mini-estate for your family's dream vacation
6) Spacious Retreat with Backyard Oasis & Private Heated Pool
7) Edgartown Oasis: Main & Guest House with Heated Pool Retreat
8) Pet-Friendly Truro Home with Heated Pool, Close to Beach
9) Heated Pool, Central AC, King Beds, Rail Trail
10) Updated Beach Home: New Pool/Hot Tub, Close to Beach, Bike Path
Find Your Perfect Vacation Rental with a Pool
From classic Cape Cod homes to island retreats on Martha’s Vineyard and Nantucket, vacation rentals with pools offer the perfect blend of relaxation and coastal charm.
Explore available listings on WeNeedaVacation to find:
- Cape Cod vacation rentals with pools
- Martha’s Vineyard vacation rentals with heated pools
- Nantucket vacation rentals with private pools
Your best summer memories start with the right home — and sometimes, the perfect pool.