Site logo
Vacation RentalsDestinationsProperty ManagementContact Us
Vacation RentalsDestinationsProperty ManagementContact Us
About Us
About Us

All About Casago

Blog
Blog

Explore Our Blogs

Franchise with Us
Franchise with Us

Become a Franchise

FAQs
FAQs

Most Common Questions

  1. USA >
  2. Massachusetts >
  3. Chilmark

Wayside Camp

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

House in Chilmark, Massachusetts

Guests
6 Guests
Bedrooms
3 Bedrooms
Bathrooms
1 Bathroom
Pets allowed
Pets allowed

Locally Owned & Operated

Martha's Vineyard

Martha's Vineyard

Casago Franchise Owner

Locally Owned & Operated
Rating4.22

What our guests are saying...

AI-generated from guest reviews for this property

Wayside Camp is described as a charming hidden gem with classic rustic character and thoughtful details that create a welcoming, home-like stay. The cottage is spacious, comfortable, and well suited for relaxing, with quality sheets and towels, comfortable beds, a functional kitchen, a pleasant deck, and a great outdoor area. Guests praised the cleanliness of Wayside Camp and found it well equipped for an easy vacation experience. Its location is highlighted as spectacular and convenient, with easy access to the beach, fish markets, food options, and local exploration, along with plenty of parking. The setting also offers beautiful breezes and memorable sunsets that add to the appeal. Amenities such as beach chairs, umbrellas, toys, games, and a grill further enhance the stay.

Overview

Wayside Camp

Conveniently located in the center of Menemsha, steps away from restaurants, fish markets, local shops, and the beach, this two-story home offers the perfect home base for a relaxing and unforgettable vacation with your family and friends! Stop by the nearby Swordfish Harpooner Sculpture to take a memorable photo, visit any of the nearby fish markets to buy some local produce to cook later, dine at any of the quaint local restaurants, or spend the day beachcombing and sunbathing at Menemsha Public Beach. Since the beach is so close to home, feel free to use the beach chairs, umbrellas, and beach towels available. In addition, there are two kayaks if you feel like exploring the nearby pond. This splendid home away from home features a spacious and private backyard, which makes this the ultimate quintessential Vineyard retreat! The deck offers a great spot to admire the water views of the Menemsha Channel and Vineyard Sound, dine alfresco at the outdoor dining table with an umbrella, and host summertime cookouts using the gas grill provided. As you enter this home, you are first greeted by a cozy living room, furnished with quaint and comfortable sofas throughout and a smart TV with streaming and cable services to keep you entertained during your stay. The well-appointed, eat-in kitchen is complete with all the major appliances needed to prepare culinary masterpieces with all the local produce you have bought nearby! Attached to the kitchen is a laundry room/pantry with a washer/dryer. This level also hosts a sunny bedroom. The other two bedrooms are located upstairs, featuring partial AC window units. THINGS TO KNOW The dryer is small, so please be sure not to overload it.

You must be 25 years or older to rent this property.

Amenities

Central AC
Central AC
Gas grill
Gas grill
Beach access
Beach access
Cable
Cable
Washer/dryer
Washer/dryer
Space heater
Space heater
Internet
Internet
Iron
Iron
Kayaks
Kayaks
Microwave
Microwave
Dog-friendly
Dog-friendly
Stove
Stove
TV
TV
Water view
Water view

Sleeping Arrangements

Bedroom 1

sleeps 2

Beds
1 queen bed

Bedroom 2

sleeps 2

Beds
2 twin beds

Bedroom 3

sleeps 2

Beds
2 twin beds

Location

Chilmark, Massachusetts, Home

(Exact address will be provided after booking)

Location

Rating

4.22
9 reviews
5 Star
56%
4 Star
33%
3 Star
0%
2 Star
0%
1 Star
11%
search
Genevieve M2025-09-16

The house was exactly what we want in a Vineyard rental— a lovely nod to how vacation homes used to be before private equity took over the market and filled everything with Amazon furnishings. Wayside is absolutely charming and in a spectacular location. It was a special visit and we are also so grateful we could bring our dog along too. Will rent again!

Jamieson H2025-07-05

Great spot, walkable to Memensha beach and beautiful sunsets. House was spacious and had everything needed, but for fridge that wasn’t working and washing machine that we couldn’t figure out how to work. Great food options all within a few minutes walk from the house. Overall, a great place that made for a fun week.

Daniel K2025-06-24

This place is a nightmare!

Meredith M2024-08-18

This small house provided a big relief in our trip. Located steps from the best lobster roll in town and about a block from the water, this is a FANTASTIC spot for getting away.

Laura B2024-08-03

We loved our time at the Wayside Camp. It’s like a step back in time. It’s a classic Cineyard cottage in the heart of Menemsha. In cooler days we kept the windows open for a great breeze. On the hotter days we had to use the box ACs.

Erin H2024-07-07

Great outdoor area. Close to beach and fish markets. Quaint, simply, rustic. We enjoyed out stay. If you are looking for a no frills place to stay in a great area and close to the beach then this is for you. It was perfectly suitable for us. Only negatives is that the second floor becomes extremely hot and the bathroom light did not work despite changing the bulb.

$306
avg / night
Rating4.22

You won't be charged yet

Our Destinations
View all
Site logoVeteran Owner

Quick Links

  • Newsroom
  • Videos
  • Executive Team
  • Casago Careers
  • Promotions/Discounts
  • Apps

CONTACT US

  • 850 NW 13th Ave.
  • Suite 400
  • Portland, OR 97209

NEED MORE HELP?

  • Contact us now

©2026 Casago. All rights reserved

Privacy PolicyTerms of Service
FacebookInstagramYouTubeLinkedIn