Vacation rentals in Pleasant Lake, MA

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Pleasant Lake, MA

Trotting Park Paradise - Pleasant Lake, MA

Trotting Park Paradise

Holiday Home, Pleasant Lake

Trotting Park Paradise is a holiday home in Pleasant Lake. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Trotting Park Paradise

Trotting Park Paradise is a holiday home in Pleasant Lake. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: ac, air conditioning, garden, and fishing.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,141.

From$350/night
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Escape in Dennis - Pleasant Lake, MA

Escape in Dennis

Holiday Home, Pleasant Lake

Escape in Dennis is a holiday home in Pleasant Lake. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Escape in Dennis

Escape in Dennis is a holiday home in Pleasant Lake. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: heating, fishing, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,400.

From$367/night
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Sea House - Pleasant Lake, MA

Sea House

Holiday Home, Pleasant Lake

Sea House is a holiday home in Pleasant Lake. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Sea House

Sea House is a holiday home in Pleasant Lake. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: ac, air conditioning, heating, and fishing.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,545.

From$410/night
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Quiet 3BR Ranch - Little Dog Friendly! (2033) - Pleasant Lake, MA

Quiet 3BR Ranch - Little Dog Friendly! (2033)

Holiday Home, Pleasant Lake

Quiet 3BR Ranch - Little Dog Friendly! (2033) is a holiday home in Pleasant Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Quiet 3BR Ranch - Little Dog Friendly! (2033)

Quiet 3BR Ranch - Little Dog Friendly! (2033) is a holiday home in Pleasant Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,932.

From$276/night
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Waterfront vacation rentals in Pleasant Lake, MA

Discover vacation rentals close to the coast, water, and beach areas around Pleasant Lake, MA.

Three bedroom home sleeping 7 on Bayside with central air! - Pleasant Lake, MA

Three bedroom home sleeping 7 on Bayside with central air!

Holiday Home, Pleasant Lake

Three bedroom home sleeping 7 on Bayside with central air! is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Three bedroom home sleeping 7 on Bayside with central air!

Three bedroom home sleeping 7 on Bayside with central air! is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,581.

From$226/night
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Lovely north side home, only a short drive to Corporation Beach. - Pleasant Lake, MA

Lovely north side home, only a short drive to Corporation Beach.

Holiday Home, Pleasant Lake

Lovely north side home, only a short drive to Corporation Beach. is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Lovely north side home, only a short drive to Corporation Beach.

Lovely north side home, only a short drive to Corporation Beach. is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,410.

From$344/night
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Quiet 3BR, 1.5BA home on dead-end street, on bike trail and near beaches. - Pleasant Lake, MA

Quiet 3BR, 1.5BA home on dead-end street, on bike trail and near beaches.

Holiday Home, Pleasant Lake

Quiet 3BR, 1.5BA home on dead-end street, on bike trail and near beaches. is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Quiet 3BR, 1.5BA home on dead-end street, on bike trail and near beaches.

Quiet 3BR, 1.5BA home on dead-end street, on bike trail and near beaches. is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,019.

From$431/night
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Pond front with Private Beach and Central A/C - Pleasant Lake, MA

Pond front with Private Beach and Central A/C

Holiday Home, Pleasant Lake

Pond front with Private Beach and Central A/C is a holiday home in Pleasant Lake, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pond front with Private Beach and Central A/C

Pond front with Private Beach and Central A/C is a holiday home in Pleasant Lake, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,278.

From$468/night
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Vacation rentals with a pool in Pleasant Lake, MA

Add a pool to the search when you want an easy place to cool off between outings.

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111) - Pleasant Lake, MA

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111)

Cottage, Pleasant Lake

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111) is a cottage in Pleasant Lake, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111)

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111) is a cottage in Pleasant Lake, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,086.

From$441/night
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Pool Privileges at Ocean Edge Resort! (Fees Apply) - Pleasant Lake, MA

Pool Privileges at Ocean Edge Resort! (Fees Apply)

Condo, Pleasant Lake

Pool Privileges at Ocean Edge Resort! (Fees Apply) is a condo in Pleasant Lake, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Pool Privileges at Ocean Edge Resort! (Fees Apply)

Pool Privileges at Ocean Edge Resort! (Fees Apply) is a condo in Pleasant Lake, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,215.

From$459/night
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Antique Home with Heated Salt Water Pool - Pleasant Lake, MA

Antique Home with Heated Salt Water Pool

Holiday Home, Pleasant Lake

Antique Home with Heated Salt Water Pool is a holiday home in Pleasant Lake, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Antique Home with Heated Salt Water Pool

Antique Home with Heated Salt Water Pool is a holiday home in Pleasant Lake, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,289.

From$1,184/night
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Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks - Pleasant Lake, MA

Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks

Holiday Home, Pleasant Lake

Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks is a holiday home in Pleasant Lake, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks

Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks is a holiday home in Pleasant Lake, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,482.

From$1,212/night
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Vacation rentals with parking in Pleasant Lake, MA

Find vacation rentals that make arriving by car easier.

Duplex Unit Close To Beaches! (1813) - Pleasant Lake, MA

Duplex Unit Close To Beaches! (1813)

Holiday Home, Pleasant Lake

Duplex Unit Close To Beaches! (1813) is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Duplex Unit Close To Beaches! (1813)

Duplex Unit Close To Beaches! (1813) is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,993.

From$285/night
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Cozy Duplex Retreat Close to Beaches! (1814) - Pleasant Lake, MA

Cozy Duplex Retreat Close to Beaches! (1814)

Holiday Home, Pleasant Lake

Cozy Duplex Retreat Close to Beaches! (1814) is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Duplex Retreat Close to Beaches! (1814)

Cozy Duplex Retreat Close to Beaches! (1814) is a holiday home in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,015.

From$288/night
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Beautiful 3 bedroom cottage with huge deck and walk to private beach! - Pleasant Lake, MA

Beautiful 3 bedroom cottage with huge deck and walk to private beach!

Cottage, Pleasant Lake

Beautiful 3 bedroom cottage with huge deck and walk to private beach! is a cottage in Pleasant Lake, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About Beautiful 3 bedroom cottage with huge deck and walk to private beach!

Beautiful 3 bedroom cottage with huge deck and walk to private beach! is a cottage in Pleasant Lake, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,062.

From$295/night
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Lovely north side home in established year round neighborhood. - Pleasant Lake, MA

Lovely north side home in established year round neighborhood.

Holiday Home, Pleasant Lake

Lovely north side home in established year round neighborhood. is a holiday home in Pleasant Lake, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Lovely north side home in established year round neighborhood.

Lovely north side home in established year round neighborhood. is a holiday home in Pleasant Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,140.

From$306/night
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Pet-friendly vacation rentals in Pleasant Lake, MA

Bring your pet along with stays that welcome four-legged travelers.

Harwich Home with Sunroom near Red River Beach - Pleasant Lake, MA

Harwich Home with Sunroom near Red River Beach

Holiday Home, Pleasant Lake

Harwich Home with Sunroom near Red River Beach is a holiday home in Pleasant Lake, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Harwich Home with Sunroom near Red River Beach

Harwich Home with Sunroom near Red River Beach is a holiday home in Pleasant Lake, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,959.

From$423/night
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Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house! - Pleasant Lake, MA

Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!

Holiday Home, Pleasant Lake

Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house! is a holiday home in Pleasant Lake, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!

Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house! is a holiday home in Pleasant Lake, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,479.

From$497/night
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Summer Rental in Brewster, Walk to the ponds! - Pleasant Lake, MA

Summer Rental in Brewster, Walk to the ponds!

Holiday Home, Pleasant Lake

Summer Rental in Brewster, Walk to the ponds! is a holiday home in Pleasant Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Summer Rental in Brewster, Walk to the ponds!

Summer Rental in Brewster, Walk to the ponds! is a holiday home in Pleasant Lake, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,819.

From$546/night
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Homeport Harwich by the Lakes w/ 3 Kayak's - Pleasant Lake, MA

Homeport Harwich by the Lakes w/ 3 Kayak's

Holiday Home, Pleasant Lake

Homeport Harwich by the Lakes w/ 3 Kayak's is a holiday home in Pleasant Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Homeport Harwich by the Lakes w/ 3 Kayak's

Homeport Harwich by the Lakes w/ 3 Kayak's is a holiday home in Pleasant Lake, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,024.

From$575/night
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Vacation rentals with a kitchen in Pleasant Lake, MA

Compare stays with kitchen access for longer trips and easier meals.

Cute clapboard cottage on the hill off Stage Island Road! - Pleasant Lake, MA

Cute clapboard cottage on the hill off Stage Island Road!

Cottage, Pleasant Lake

Cute clapboard cottage on the hill off Stage Island Road! is a cottage in Pleasant Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cute clapboard cottage on the hill off Stage Island Road!

Cute clapboard cottage on the hill off Stage Island Road! is a cottage in Pleasant Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, onsite parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,061.

From$294/night
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Sweet clapboard cottage that is walk to the beach and downtown! - Pleasant Lake, MA

Sweet clapboard cottage that is walk to the beach and downtown!

Cottage, Pleasant Lake

Sweet clapboard cottage that is walk to the beach and downtown! is a cottage in Pleasant Lake, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Sweet clapboard cottage that is walk to the beach and downtown!

Sweet clapboard cottage that is walk to the beach and downtown! is a cottage in Pleasant Lake, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, washer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,061.

From$294/night
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Colorful clapboard cottage perfect for 2! - Pleasant Lake, MA

Colorful clapboard cottage perfect for 2!

Cottage, Pleasant Lake

Colorful clapboard cottage perfect for 2! is a cottage in Pleasant Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Colorful clapboard cottage perfect for 2!

Colorful clapboard cottage perfect for 2! is a cottage in Pleasant Lake, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, onsite parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,144.

From$306/night
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15% off Third house from South Village Beach *great family vacation on Cape Cod - Pleasant Lake, MA

15% off Third house from South Village Beach *great family vacation on Cape Cod

Cottage, Pleasant Lake

15% off Third house from South Village Beach *great family vacation on Cape Cod is a cottage in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About 15% off Third house from South Village Beach *great family vacation on Cape Cod

15% off Third house from South Village Beach *great family vacation on Cape Cod is a cottage in Pleasant Lake, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,553.

From$365/night
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