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Places to Stay on Cape Cod

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Cape Cod splits into four stretches — Upper, Mid, Lower, and Outer Cape — plus Martha’s Vineyard, Nantucket, and the Plymouth/Wareham gateway on the way in. Each has its own pace: busier and closer to the bridge near Falmouth and Hyannis, quieter and more remote out toward Provincetown.

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Showing 5 properties in Dennis

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  • Cable's Lighthouse at Seaside Condos, Dennis

    Vacation Rental

    Cable's Lighthouse at Seaside Condos

    Dennis · 0–5 min walk

    $$$ · Pricey

    STR Verified

    Cable's Lighthouse at Seaside Condos sits directly on the water along Old Wharf Road in the heart of Dennis Port. The beach is a 0 to 5 minute walk away, and mornings start with sunrises over Nantucket Sound. At night, the sound of the waves carries you off to sleep. The feel is quiet, cozy and charming, with a modern touch. This vacation rental condo suits couples looking for a romantic retreat, and it works for families with kids too. A full kitchen and free parking make settling in easy. Restaurants, ice cream shops and summer attractions are within walking distance of the front door. It is open in spring, summer and fall, with a three-night minimum stay. Rates fall in the $$$ range, so confirm current pricing with the owner.

    • Waterfront

    Book direct · No fees

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  • Captains Lookout at Seaside Condos, Dennis

    Vacation Rental

    Captains Lookout at Seaside Condos

    Dennis · 0–5 min walk

    $$$ · Pricey

    STR Verified

    Captains Lookout at Seaside Condos is a quiet, waterfront stay in Dennis Port, where the beach is a 0–5 minute walk away. The one-bedroom oceanfront condo has a private patio, and the sound of the waves is close enough to wake up to. Inside, the coastal-inspired interiors feel cozy and charming, with a casual, unhurried mood that suits couples and solo travelers. The full kitchen is fully equipped, so you can cook your own meals and bring them out to the patio. Free parking is included, and the town is within walking distance. The property is listed as kid friendly and senior friendly, and it is open in spring, summer and fall. The minimum stay is 3 nights and the price range is $$$. Confirm with the owner for current rates and availability.

    • Waterfront

    Book direct · No fees

    See details
  • The Birds Nest at Seaside Condos, Dennis

    Vacation Rental

    The Birds Nest at Seaside Condos

    Dennis · 0–5 min walk

    $$$ · Pricey

    STR Verified

    The Birds Nest at Seaside Condos is a two-bedroom oceanfront condo in the heart of Dennis Port. The beach is a 0 to 5 minute walk away, and Glendon Beach and Haigis Beach are both just a couple of minutes from the door. The setting is quiet and casual, with a modern, cozy feel that suits couples looking for a romantic escape as well as families and friends traveling together. Inside, the cozy living room opens onto a private balcony overlooking Nantucket Sound. The full kitchen makes easy meals at home simple, and free parking is included. The condo sleeps 5 guests, and the town's restaurants and activities are within easy reach on foot. Stays are a minimum of 3 nights, and the condo is available in spring, summer and fall.

    • Waterfront

    Book direct · No fees

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  • The Nantucket Nook at Seaside Condos, Dennis

    Vacation Rental

    The Nantucket Nook at Seaside Condos

    Dennis · 0–5 min walk

    $$$ · Pricey

    STR Verified

    The Nantucket Nook at Seaside Condos is a one-bedroom waterfront condo in Dennis Port, set up for quiet, easygoing stays. Mornings start with the sound of the sea, and breakfast is best taken on the private patio, where the ocean views open up in front of you. The feel is cozy and modern, with a romantic, charming streak that suits couples and solo travelers looking to slow down. The kitchen is fully equipped, so it's easy to cook with fresh local ingredients. The beach is a 0 to 5 minute walk, and the condo is walkable to town, with free parking on site. It is also described as kid friendly and senior friendly. Stays run spring, summer and fall with a three-night minimum, in the $$$ price range.

    • Waterfront

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  • The Sand Box at Seaside Condos, Dennis

    Vacation Rental

    The Sand Box at Seaside Condos

    Dennis · 0–5 min walk

    $$$ · Pricey

    STR Verified

    The Sand Box at Seaside Condos is a one-bedroom oceanfront condo in Dennis Port. The setting is quiet and cozy, with a modern, casual feel that suits couples looking for a romantic getaway or solo travelers who want some calm by the sea. The beach is a 0–5 minute walk away. Mornings start on the private patio, where you can listen to the waves and take in the ocean views. Inside, the full kitchen makes it easy to cook a meal at home, and nearby eateries are an easy stroll when you'd rather go out. Free parking is included, and the condo is walkable to town. It is also kid friendly and senior friendly. The minimum stay is 3 nights, and it is open in spring, summer and fall.

    • Waterfront

    Book direct · No fees

    See details

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How to book Cape rentals direct

When should you book a Cape stay?

Summer (Memorial Day through Labor Day) fills first, often months out. Shoulder season — spring and fall — opens up more room and usually a better rate; winter is the easiest stretch to book last-minute.

  • SummerBook months out
  • Spring · FallMore room, better rates
  • WinterLast-minute is easy

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