Surfside Cottage Rentals

Compare Cottages, Resorts, & Rentals in Surfside, Nantucket, Massachusetts, USA

New Upside down style house in Surfside with ocean views
New "Noble Bluefish"- Waterfront Surfside home
New
4 Bedrooms 8 Guests
Private Beach House in Surfside
FromUS $2,011 per night
10.0 (38 Reviews)
3 Bedrooms 6 Guests
Nantucket getaway minutes to Surfside beaches
10.0 (36 Reviews)
3 Bedrooms 6 Guests
Book Surfside's BEST summer rental today!
10.0 (29 Reviews)
4 Bedrooms 10 Guests
Quintessential 4 Bedroom Surfside Beach Cottage on Nobadeer Beach
10.0 (21 Reviews)
4 Bedrooms 8 Guests
Spacious Surfside home just a short walk to Nobadeer Beach!
10.0 (10 Reviews)
4 Bedrooms 8 Guests
Surfside Summer Rental, walking distance to beaches!
10.0 (4 Reviews)
4 Bedrooms 8 Guests
A Hidden Gem with pool steps away from Surfside Beach.
10.0 (2 Reviews)
4 Bedrooms 8 Guests
Brand-new beach house with heated 40'x20' pool
10.0 (2 Reviews)
3 Bedrooms 5 Guests
Surfside Beach Gem!
FromUS $1,085 per night
9.8 (19 Reviews)
4 Bedrooms 12 Guests
Surfside Beach Cottage-8 Minute Walk To The Beach
9.8 (17 Reviews)
4 Bedrooms 7 Guests
Stunning Surfside 6 bedroom Estate With Pool and Cabana
9.8 (7 Reviews)
6 Bedrooms 12 Guests
Perfect beach house for a great family vacationn
9.6 (19 Reviews)
3 Bedrooms 8 Guests
Forget Shoes, Walk to Beach Barefoot with Kids and Grandkids
9.0 (14 Reviews)
4 Bedrooms 10 Guests
Beach Front 3 Bedroom Cottage
FromUS $1,915 per night
New
3 Bedrooms 6 Guests
Private 3 bedroom home in Surfside
New
3 Bedrooms 8 Guests
Simple beach cottage close to Surfside Beach
New
4 Bedrooms 7 Guests
New 21 Woodbine Street, Nantucket, MA
New
7 Bedrooms 14 Guests

About Surfside Vacation Rentals

There are over 53 amazing vacation rentals available in Surfside. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Surfside.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Surfside, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Surfside. The average size of places to stay near Surfside is approximately 769.38 ft², with prices averaging US $2,534 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Surfside. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Find Vacation Cottage Rentals in these Cities and Neighborhoods Surfside, MA


Frequently Asked Questions About Surfside?

What are the top cottages, summer homes, and lake houses in Surfside?

How many rentals, hotels, or resorts are available in Surfside?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 53 properties listed by Vacation Cottage in the Surfside area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Surfside.