
Stay well, then step out and discover The Wayside.
Best Stays by Sonder
The Wayside
Find places to stay in The Wayside. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.

Travelers
Popular stays in The Wayside
Start where you want to be in The Wayside. Then compare space, amenities and style.
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Private Pool
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Breakfast
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EV Charge Station
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Parking
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Private Pool
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EV Charge Station
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Parking
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Breakfast
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Parking
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Pool
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Private Pool
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Oceanfront
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EV Charge Station
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Parking
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Private Pool
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Oceanfront
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EV Charge Station
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Parking
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Breakfast
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Parking
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Breakfast
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Parking
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Private Pool
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Parking
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Kitchen
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Private Pool
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Parking
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Kitchen
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Parking
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Air Conditioner
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Internet
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Parking
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Air Conditioner
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Close to everything worth your time.
Stay genuinely central in The Wayside when you want dinner, sights, and the best neighborhoods within an easy walk, without sorting through places too far from the reason you came.
Sonder hasn't arrived in The Wayside yet. You may like these stays from trusted partners
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Private Pool
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Breakfast
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EV Charge Station
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Parking
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Private Pool
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Breakfast
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EV Charge Station
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Parking
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Oceanfront
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EV Charge Station
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Parking
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Private Pool
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Oceanfront
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EV Charge Station
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Parking
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Private Pool
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Parking
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Pool
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Kitchen
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Private Pool
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Parking
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Pool
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Kitchen
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Breakfast
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Parking
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Pool
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Balcony/Terrace
The Wayside answers before you book.
There are a lot of options in The Wayside. If you plan on staying in the The Wayside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in The Wayside:
- 3 Mi to Minute Man NHP: 'Summer St Retreat' + Deck
- Tranquil Getaway Perfect for Outdoor Enthusiasts Near Boston Attractions
- 18 Mi to Boston - Stylish Unit in Upscale Enclave!
- Double Room at Fairfield Waltham | EV Charger, Pool & Fitness Center| 2 Units
- Spacious Room | Modern Retreat Near Famous Prudential Tower
- Refresh and Recharge in a Clean Room Near Cedarwood Playground
- Discover the Museum of Science - Family Property! Parking Available!
- Your Home Away from Home: Comfortable Suites & Pet-Friendly
- Always a Great Idea To Unwind! Pet-Friendly, Near Harvard Square
- Contemporary Room | Free Breakfast, Parking & Gym Access
Currently, the total number of properties listed in 2026 is over 27 in the The Wayside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in The Wayside.
- 3 Mi to Minute Man NHP: 'Summer St Retreat' + Deck
- Tranquil Getaway Perfect for Outdoor Enthusiasts Near Boston Attractions
- 18 Mi to Boston - Stylish Unit in Upscale Enclave!
- Double Room at Fairfield Waltham | EV Charger, Pool & Fitness Center| 2 Units
- Spacious Room | Modern Retreat Near Famous Prudential Tower
- Refresh and Recharge in a Clean Room Near Cedarwood Playground
- Discover the Museum of Science - Family Property! Parking Available!
- Your Home Away from Home: Comfortable Suites & Pet-Friendly
- Always a Great Idea To Unwind! Pet-Friendly, Near Harvard Square
- Contemporary Room | Free Breakfast, Parking & Gym Access