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Wayland Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
44 rentals in Wayland.
Peaceful and convenient area with tiny house experience, holiday rental in Wayland
Peaceful and convenient area with tiny house experience, holiday rental in Wayland
Peaceful and convenient area with tiny house experience, holiday rental in Wayland

Peaceful and convenient area with tiny house experience

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet relaxing retreat, holiday rental in Wayland
Quiet relaxing retreat, holiday rental in Wayland
Quiet relaxing retreat, holiday rental in Wayland

Quiet relaxing retreat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tiny house experience steps to water....entire house, holiday rental in Wayland
Tiny house experience steps to water....entire house, holiday rental in Wayland
Tiny house experience steps to water....entire house, holiday rental in Wayland

Tiny house experience steps to water....entire house

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges., holiday rental in Wayland
Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges., holiday rental in Wayland
Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges., holiday rental in Wayland

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Charming 1000 Sq Ft 1 Bedroom Aupair Suite: Prime Wayland Location, holiday rental in Wayland
Charming 1000 Sq Ft 1 Bedroom Aupair Suite: Prime Wayland Location, holiday rental in Wayland
Charming 1000 Sq Ft 1 Bedroom Aupair Suite: Prime Wayland Location, holiday rental in Wayland

Charming 1000 Sq Ft 1 Bedroom Aupair Suite: Prime Wayland Location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming 3-bedroom house with AC and WiFi in lovely Wayland, holiday rental in Wayland
Charming 3-bedroom house with AC and WiFi in lovely Wayland, holiday rental in Wayland
Charming 3-bedroom house with AC and WiFi in lovely Wayland, holiday rental in Wayland

Charming 3-bedroom house with AC and WiFi in lovely Wayland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private and Peaceful 4BD Home, holiday rental in Wayland
Private and Peaceful 4BD Home, holiday rental in Wayland
Private and Peaceful 4BD Home, holiday rental in Wayland

Private and Peaceful 4BD Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Wayland match all your filters:
Spacious Private Entrance Master Bedroom/Bath, holiday rental in Wayland
Spacious Private Entrance Master Bedroom/Bath, holiday rental in Wayland
Spacious Private Entrance Master Bedroom/Bath, holiday rental in Wayland

Spacious Private Entrance Master Bedroom/Bath

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lakefront  private house secluded yet close to everything 3bed 2bath w gameroom!, holiday rental in Wayland
Lakefront  private house secluded yet close to everything 3bed 2bath w gameroom!, holiday rental in Wayland
Lakefront  private house secluded yet close to everything 3bed 2bath w gameroom!, holiday rental in Wayland

Lakefront private house secluded yet close to everything 3bed 2bath w gameroom!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Studio Walk to Wellesley and Babson College, holiday rental in Wayland
Lovely Studio Walk to Wellesley and Babson College, holiday rental in Wayland
Lovely Studio Walk to Wellesley and Babson College, holiday rental in Wayland

Lovely Studio Walk to Wellesley and Babson College

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lake Cochituate Waterfront Home, holiday rental in Wayland
Lake Cochituate Waterfront Home, holiday rental in Wayland
Lake Cochituate Waterfront Home, holiday rental in Wayland

Lake Cochituate Waterfront Home

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Private Retreat Near Downtown Boston!, holiday rental in Wayland
Spacious Private Retreat Near Downtown Boston!, holiday rental in Wayland
Spacious Private Retreat Near Downtown Boston!, holiday rental in Wayland

Spacious Private Retreat Near Downtown Boston!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Extend your rest in the Wellesley Square's best, holiday rental in Wayland
Extend your rest in the Wellesley Square's best, holiday rental in Wayland
Extend your rest in the Wellesley Square's best, holiday rental in Wayland

Extend your rest in the Wellesley Square's best

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tranquility and convenience in a coveted neighborhood in the Boston area, holiday rental in Wayland
Tranquility and convenience in a coveted neighborhood in the Boston area, holiday rental in Wayland
Tranquility and convenience in a coveted neighborhood in the Boston area, holiday rental in Wayland

Tranquility and convenience in a coveted neighborhood in the Boston area

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private Studio remodeled…!, holiday rental in Wayland
Private Studio remodeled…!, holiday rental in Wayland
Private Studio remodeled…!, holiday rental in Wayland

Private Studio remodeled…!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Studio remodeled..!, holiday rental in Wayland
Studio remodeled..!, holiday rental in Wayland
Studio remodeled..!, holiday rental in Wayland

Studio remodeled..!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 30
Match: Sleeps
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Short term, pet friendly solar home in a quiet Lincoln neighborhood, holiday rental in Wayland
Short term, pet friendly solar home in a quiet Lincoln neighborhood, holiday rental in Wayland
Short term, pet friendly solar home in a quiet Lincoln neighborhood, holiday rental in Wayland

Short term, pet friendly solar home in a quiet Lincoln neighborhood

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Auburndale Getaway Minutes from Boston!, holiday rental in Wayland
Private Auburndale Getaway Minutes from Boston!, holiday rental in Wayland
Private Auburndale Getaway Minutes from Boston!, holiday rental in Wayland

Private Auburndale Getaway Minutes from Boston!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lovely, Bright, Convenient 3bed apartment, holiday rental in Wayland
Lovely, Bright, Convenient 3bed apartment, holiday rental in Wayland
Lovely, Bright, Convenient 3bed apartment, holiday rental in Wayland

Lovely, Bright, Convenient 3bed apartment

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Historic Private Auburndale Retreat Near Boston!, holiday rental in Wayland
Historic Private Auburndale Retreat Near Boston!, holiday rental in Wayland
Historic Private Auburndale Retreat Near Boston!, holiday rental in Wayland

Historic Private Auburndale Retreat Near Boston!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley, holiday rental in Wayland
Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley, holiday rental in Wayland
Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley, holiday rental in Wayland

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Architect's house in beautiful neighborhood 1/2 hour from Boston, holiday rental in Wayland
Architect's house in beautiful neighborhood 1/2 hour from Boston, holiday rental in Wayland
Architect's house in beautiful neighborhood 1/2 hour from Boston, holiday rental in Wayland

Architect's house in beautiful neighborhood 1/2 hour from Boston

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious vacation townhome unit with a pool, holiday rental in Wayland
Spacious vacation townhome unit with a pool, holiday rental in Wayland
Spacious vacation townhome unit with a pool, holiday rental in Wayland

Spacious vacation townhome unit with a pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous super clean newly renovated modern colonial, holiday rental in Wayland
Gorgeous super clean newly renovated modern colonial, holiday rental in Wayland
Gorgeous super clean newly renovated modern colonial, holiday rental in Wayland

Gorgeous super clean newly renovated modern colonial

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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New Luxury Listing: 5,000 sq/ft Secluded House, holiday rental in Wayland
New Luxury Listing: 5,000 sq/ft Secluded House, holiday rental in Wayland
New Luxury Listing: 5,000 sq/ft Secluded House, holiday rental in Wayland

New Luxury Listing: 5,000 sq/ft Secluded House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Feel at Home in spacious 3B-2.5Ba -Mall/MBTA/Park, holiday rental in Wayland
Feel at Home in spacious 3B-2.5Ba -Mall/MBTA/Park, holiday rental in Wayland
Feel at Home in spacious 3B-2.5Ba -Mall/MBTA/Park, holiday rental in Wayland

Feel at Home in spacious 3B-2.5Ba -Mall/MBTA/Park

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Comfortable 4 Bedroom Home with a Large Deck, holiday rental in Wayland
Comfortable 4 Bedroom Home with a Large Deck, holiday rental in Wayland
Comfortable 4 Bedroom Home with a Large Deck, holiday rental in Wayland

Comfortable 4 Bedroom Home with a Large Deck

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful home in Wellesley's Historic district, holiday rental in Wayland
Beautiful home in Wellesley's Historic district, holiday rental in Wayland
Beautiful home in Wellesley's Historic district, holiday rental in Wayland

Beautiful home in Wellesley's Historic district

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Enchanted Cottage on 5 Acres, holiday rental in Wayland
Enchanted Cottage on 5 Acres, holiday rental in Wayland
Enchanted Cottage on 5 Acres, holiday rental in Wayland

Enchanted Cottage on 5 Acres

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail., holiday rental in Wayland
Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail., holiday rental in Wayland
Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail., holiday rental in Wayland

Cozy 1 bedroom in great Wellesley location. 1block from the commuter rail.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 3-bedroom townhome with AC and WiFi in Framingham, holiday rental in Wayland
Charming 3-bedroom townhome with AC and WiFi in Framingham, holiday rental in Wayland
Charming 3-bedroom townhome with AC and WiFi in Framingham, holiday rental in Wayland

Charming 3-bedroom townhome with AC and WiFi in Framingham

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant Guest Suite Wellesley, holiday rental in Wayland
Elegant Guest Suite Wellesley, holiday rental in Wayland
Elegant Guest Suite Wellesley, holiday rental in Wayland

Elegant Guest Suite Wellesley

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Spacious Apt with Private Balcony, holiday rental in Wayland
Spacious Apt with Private Balcony, holiday rental in Wayland
Spacious Apt with Private Balcony, holiday rental in Wayland

Spacious Apt with Private Balcony

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Walk to FSU, shopping center, separate entrance, holiday rental in Wayland
Walk to FSU, shopping center, separate entrance, holiday rental in Wayland
Walk to FSU, shopping center, separate entrance, holiday rental in Wayland

Walk to FSU, shopping center, separate entrance

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern Apt with Private Garage-ABH-2022, holiday rental in Wayland
Modern Apt with Private Garage-ABH-2022, holiday rental in Wayland
Modern Apt with Private Garage-ABH-2022, holiday rental in Wayland

Modern Apt with Private Garage-ABH-2022

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95., holiday rental in Wayland
A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95., holiday rental in Wayland
A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95., holiday rental in Wayland

A NEW ENGLAND ORIGINAL, 3-bedroom Colonial farmhouse, 3 min. from I90 & I95.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Apt with Pool-ABH-2822, holiday rental in Wayland
Spacious Apt with Pool-ABH-2822, holiday rental in Wayland
Spacious Apt with Pool-ABH-2822, holiday rental in Wayland

Spacious Apt with Pool-ABH-2822

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Experience Classic Charm in a Cozy 115-Year-Old Colonial, holiday rental in Wayland
Experience Classic Charm in a Cozy 115-Year-Old Colonial, holiday rental in Wayland
Experience Classic Charm in a Cozy 115-Year-Old Colonial, holiday rental in Wayland

Experience Classic Charm in a Cozy 115-Year-Old Colonial

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Boston Homestead : Sleeps 8, Pet Friendly, holiday rental in Wayland
Cozy Boston Homestead : Sleeps 8, Pet Friendly, holiday rental in Wayland
Cozy Boston Homestead : Sleeps 8, Pet Friendly, holiday rental in Wayland

Cozy Boston Homestead : Sleeps 8, Pet Friendly

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Dreamy Waltham 1BR w/ Gym & W/D, nr Shops & Groceries, by Blueground, holiday rental in Wayland
Dreamy Waltham 1BR w/ Gym & W/D, nr Shops & Groceries, by Blueground, holiday rental in Wayland
Dreamy Waltham 1BR w/ Gym & W/D, nr Shops & Groceries, by Blueground, holiday rental in Wayland

Dreamy Waltham 1BR w/ Gym & W/D, nr Shops & Groceries, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pet-friendly Property with Free On-site Parking! Your Convenience at its Best!, holiday rental in Wayland
Pet-friendly Property with Free On-site Parking! Your Convenience at its Best!, holiday rental in Wayland
Pet-friendly Property with Free On-site Parking! Your Convenience at its Best!, holiday rental in Wayland

Pet-friendly Property with Free On-site Parking! Your Convenience at its Best!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Boston Ranch –Sleeps 8|Pet+|Private pool, holiday rental in Wayland
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool, holiday rental in Wayland
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool, holiday rental in Wayland

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Divine Waltham 1BR w/ Gym & Laundry, nr Shops & Groceries, by Blueground, holiday rental in Wayland
Divine Waltham 1BR w/ Gym & Laundry, nr Shops & Groceries, by Blueground, holiday rental in Wayland
Divine Waltham 1BR w/ Gym & Laundry, nr Shops & Groceries, by Blueground, holiday rental in Wayland

Divine Waltham 1BR w/ Gym & Laundry, nr Shops & Groceries, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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totally remolded  house with fitness room, close to Boston and Worcester, holiday rental in Wayland
totally remolded  house with fitness room, close to Boston and Worcester, holiday rental in Wayland
totally remolded  house with fitness room, close to Boston and Worcester, holiday rental in Wayland

totally remolded house with fitness room, close to Boston and Worcester

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Showing results 1-44 of 44
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