Cape Cod

No. 01

Craigville Beach Compound. 4 Private Suites · Oce

House

6 bedroom sleeps 12

Stay Together, Live Separately, The Ultimate Cape Cod Compound Welcome to Cape Cod's most unique group retreat, a stunning 6-bedroom, 4-bath oceanfront compound located directly across from the iconic Craigville Beach in Centerville. Designed exclusively for multi-family groups, large families, and friend reunions, this one-of-a-kind property gives everyone the space and privacy they need, while keeping the whole group together under one roof. Sleeping Arrangements 6 Bedrooms, sleeps 7-12. Bedroom Suite A - 1 Queen Bed. Suite A - 1 Full Sofa Bed. Bedroom 1 Suite B - 1 Queen Bed. Bedroom 2 Suite B - 1 Bunk Bed (2 Twins and 1 Full). Bedroom Suite C - 1 Queen Bed.

Check rates on Whimstay →

No. 02

Ocean-Facing Deck and Coastal Charm - Stunning Oceanfront Retreat

House

4 bedroom sleeps 10

4 Bedroom - 2 Baths - Sleeps 10 During peak summer weeks, our properties typically require a 7-night stay, either Friday-Friday or Saturday-Saturday, but if you have unique dates please reach out to our Reservation Specialist. Most of our homes offer a 3-night stay minimum in the off-season. Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy We offer a 4 pm Check-In and 10 am Check-Out Oceanfront luxury at its finest. Step into serenity at this newly renovated oceanfront retreat, nestled at the quiet end of a charming Cape Cod neighborhood.

Check rates on Whimstay →

No. 03

Million Dollar Views and Waterfront Deck - Spectacular Oceanfront Escape

Cottage

3 bedroom sleeps 7

3 Bedroom - 1 Baths - Sleeps 7 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy We offer a 4 pm Check-In and 10 am Check-Out Welcome to Oceanside Oasis, with million dollar views from this Oceanfront cottage located in the private Scorton Shores neighborhood in East Sandwich. Relax on the large waterfront deck, build sandcastles at the Association beach, and enjoy the spectacular views from sunrise to sunset.

Check rates on Whimstay →

No. 04

Oceanfront Home with Central Air and Scenic Deck - Gorgeous Beach Escape

House

3 bedroom sleeps 6

3 Bedroom - 2 Baths - Sleeps 7 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Oceanfront contemporary beach home located on the shores of gorgeous East Sandwich Beach. Walk out the back door and over the dune to the beach! The second floor balcony is a great spot to catch the sunrise or watch the kids play in the sand.

Check rates on Whimstay →

No. 05

Stunning Oceanfront Escape with Central AC - Exquisite Beach Haven

House

3 bedroom sleeps 7

3 Bedroom - 3 Baths - Sleeps 7 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Contemporary oceanfront at East Sandwich Beach with Central A/C! Step right over the dunes and spend your week at the beach relaxing on the beautiful sand bars of East Sandwich Beach. Let Us Tell You About This Home: Contemporary oceanfront at East Sandwich Beach!

Check rates on Whimstay →

No. 06

Ocean Front and Stunning Views - Modern Coastal Sanctuary

Condo

2 bedroom sleeps 4

2 Bedroom - 2 Baths - Sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Welcome to Coastal Cove! Let your stress and worries melt away while gazing at the absolutely breath-taking views of Nantucket Sound. Especially notable are the stunning sunrises and sunsets - no two are ever the same! Ocean front, private beach, central AC and all amenities!

Check rates on Whimstay →

No. 07

Scenic Views and Exclusive Local Activities - Charming Oceanfront Oasis

Cottage

2 bedroom sleeps 4

2 Bedroom - 1 Baths - Sleeps 4 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Oceanfront cottage in Cape Shore Village, a private Association on Cape Cod Bay at the tip of East Sandwich Beach. Let Us Tell You About This Home: Oceanfront cottage in Cape Shore Village, a private Association on Cape Cod Bay at the tip of East Sandwich Beach.

Check rates on Whimstay →

No. 08

Oceanfront Access and Exclusive Activities - Stunning Coastal Retreat

Cottage

2 bedroom sleeps 5

2 Bedroom - 1 Baths - Sleeps 5 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy We offer a 4 pm Check-In and 10 am Check-Out Oceanfront 2 Bedroom cottage in a private association, with a beautiful beach right out your door! Cannot beat this location. Be sure to enjoy the sandbars as the tide goes out! Let Us Tell You About This Home: Oceanfront 2 Bedroom cottage in a private association, with a beautiful beach right out your door.

Check rates on Whimstay →

No. 09

Oceanfront Cottage with Outdoor Shower and Deck - Charming Coastal Haven

Cottage

2 bedroom sleeps 6

2 Bedroom - 1 Bath - Sleeps 6 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Oceanfront cottage located in Sagamore Beach with wonderful sandy beach to enjoy the lazy days of summer! Enjoy biking, hiking or rollerblading along the bike path that runs the length of the Canal. Let Us Tell You About This Home: Oceanfront cottage with wonderful sandy beach to enjoy the lazy days of summer.

Check rates on Whimstay →

No. 10

Oceanfront Access and Cozy Interior - Charming Cape Cod Retreat

Cottage

1 bedroom sleeps 2

1 Bedroom - 1 Baths - Sleeps 2 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Updated guest cottage on oceanfront property. just steps past the main house to private beach on Cape Cod Bay. Warm, cozy interior featuring wood paneled walls, modern Kitchen and Bath, and open floor plan.

Check rates on Whimstay →

No. 11

Spectacular Views! Oceanfront Unit in Provincetown

Entire condo

1 bedroom sleeps 2

Prime West End Location. Great for Couples<br /><br />Just steps from the beach, this condo offers some of the best views in P-town! Start your day taking in the gentle ocean breeze from the balcony. This quiet Provincetown vacation rental also features a deck so close to the water that it feels like you’re drifting on a boat during high tide. Ready to explore? Wander the shore at low tide or visit the Pilgrim Monument.

Check rates on Whimstay →

No. 12

Oceanfront Property with Stunning Water Views - Charming Cottage Retreat

House

4 bedroom sleeps 8

4 Bedroom - 3 Baths - Sleeps 8 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Charming and rustic Cape Cod cottage, located on a spectacular, oceanfront property with private association beach on Cape Cod Bay. This unique home blends a vintage vibe with some updated amenities and Central AC. Let Us Tell You About This Home: Welcome to Ocean Dreams; a charming and rustic Cape Cod cottage, located on a spectacular, oceanfront property with private association beach on Cape Cod Bay.

Check rates on Whimstay →

No. 13

Oceanside Serenity and Scenic Sunsets - Charming Coastal Retreat

Cottage

3 bedroom sleeps 6

3 Bedroom - 1 Baths - Sleeps 6 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Enchanting Oceanfront Beach cottage nestled at the edge of the dunes in a private Association on Cape Cod Bay. Oceanside Serenity is a special getaway by the sea! Owners Share Why I Love My Home: Oceanside Serenity is a gem.

Check rates on Whimstay →

No. 14

Family Beach Days: Dog-Friendly Cape Cod Condo

Entire condo

3 bedroom sleeps 12

Ocean Views. Steps to Sand. Nautical Decor <br /><br />Live like a Cape local at this 3-bed, 2-bath vacation rental, situated just steps from Glendon Road Beach. When you're not relaxing on the sandy shores right outside your door, indulge in ‘Beach Hours' at the Sailing Cow Cafe or take your pup for a walk along the Cape Cod Rail Trail. At day's end, retreat to this condo to admire an oceanfront sunset from the comfort of your living room.

Check rates on Whimstay →

No. 15

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod

Entire cottage

3 bedroom sleeps 6

Escape to Dennis Port, MA, for the ultimate beach retreat at 'Sea Watch,' a pet-friendly 3-bedroom, 2-bathroom cottage nestled along the ocean. The nautical vacation rental has Old Cape Cod charm, plus essentials like high-speed WiFi and flat-screen TVs. It also offers semi-private beach access on-site! Admire the ocean views from the living room, relax on the balcony, or take the fun down to the furnished patio for a BBQ by the beach. You'll have the best of Cape Cod living at your fingertips!<br /><br /><b>The space</b><br />MassTaxConnect ID: C. Ocean Views. Outdoor Dining Area. Pet Friendly w/ Fee <br /> <br />Bedroom 1: Full Bed. Bedroom 2: Queen Bed.

Check rates on Whimstay →

No. 16

Spacious Interior and Gorgeous Views - Stunning Oceanfront Escape

House

4 bedroom sleeps 8

4 Bedroom - 2 Baths - Sleeps 8 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Oceanfront beach home with great views & spacious interior, ideal for an extended family vacation. Equipped with central AC & WiFi. Enjoy the sunrise from the deck or walk just over the dune to experience it on the beach!

Check rates on Whimstay →

No. 17

Upscale Furnishings and Outdoor Living - Stunning Oceanfront Escape

House

4 bedroom sleeps 10

4 Bedroom - 3 Baths - Sleeps 10 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Oceanfront at Sagamore Beach with clean, crisp, contemporary interior and upscale furnishings.! Enjoy the comforts of home with the vacation views! Let Us Tell You About This Home: Oceanfront at Sagamore Beach with clean, crisp, contemporary interior and upscale furnishings. Stainless appliances in the modern Kitchen, with dining area and slider to the ocean side deck.

Check rates on Whimstay →

No. 18

Central AC and Ocean Side Decks - Gorgeous Oceanfront Escape

House

3 bedroom sleeps 6

3 Bedroom - 2.5 Baths - Sleeps 6 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out OCEANFRONT! Fabulous new construction w/ Central AC at East Sandwich Beach, with access to the private beach just over the dunes. Let Us Tell You About This Home: Oceanfront! Fabulous new construction at East Sandwich Beach with access to the private beach just over the dunes.

Check rates on Whimstay →

No. 19

Oceanfront Deck and Exceptional Views - Charming Beach Cottage

Cottage

2 bedroom sleeps 5

2 Bedroom - 1 Bath - Sleeps 5 During peak summer weeks it is typical for our properties to require a 7-night stay, either Friday-Friday or Saturday-Saturday, but if you have unique dates please reach out to our Reservation Specialist. Most of our homes offer a 3-night stay minimum in the off-season. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Adorable oceanfront cottage on Spring Hill Beach! Sit back and watch the sunset on the deck or run down the steps to sink your toes in the sand!

Check rates on Whimstay →

No. 20

Oceanfront Deck and Cozy Living Areas - Charming Beach Cottage

Cottage

2 bedroom sleeps 6

2 Bedroom - 1 Bath - Sleeps 6 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels) We offer a 4 pm Check-In and 10 am Check-Out Let Us Tell You About This Home: Oceanfront cottage nestled in the dunes, with plenty of room for 6 people. Cozy interior features kitchen with eat-in bar, upper & lower level living areas, waterside deck w/furniture, and a dunetop swing overlooking the beach. Limited water views from inside the cottage, however enjoy nice ocean views from up on the deck.

Check rates on Whimstay →