Vacation rentals in Chipley, FL

33 available vacation rental offers

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Best vacation rentals and Airbnb offers in Chipley, FL

Lakefront Home, beautiful setting, only 30 minutes drive from the Beaches of 30A - Chipley, FL
10 ★ 45 reviews

Lakefront Home, beautiful setting, only 30 minutes drive from the Beaches of 30A

Holiday Home, Chipley

Lakefront Home, beautiful setting, only 30 minutes drive from the Beaches of 30A is a holiday home in Chipley, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Lakefront Home, beautiful setting, only 30 minutes drive from the Beaches of 30A

Lakefront Home, beautiful setting, only 30 minutes drive from the Beaches of 30A is a holiday home in Chipley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,495.

From$214/night
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Luxury Country Stay - Indoor heated pool, Spa, Art Studio, Breakfast, Hot Tub - Chipley, FL
10 ★ 18 reviews

Luxury Country Stay - Indoor heated pool, Spa, Art Studio, Breakfast, Hot Tub

B & B, Chipley

Luxury Country Stay - Indoor heated pool, Spa, Art Studio, Breakfast, Hot Tub is a b & b in Chipley, with pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Luxury Country Stay - Indoor heated pool, Spa, Art Studio, Breakfast, Hot Tub

Luxury Country Stay - Indoor heated pool, Spa, Art Studio, Breakfast, Hot Tub is a b & b in Chipley, with pool 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, hot tub, free wifi, and bed and breakfast.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $846.

From$121/night
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Charming 3-bedroom farmhouse in Graceville with AC, WiFi - Chipley, FL
10 ★ 5 reviews

Charming 3-bedroom farmhouse in Graceville with AC, WiFi

Country House, Chipley

Charming 3-bedroom farmhouse in Graceville with AC, WiFi is a country house in Chipley, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming 3-bedroom farmhouse in Graceville with AC, WiFi

Charming 3-bedroom farmhouse in Graceville with AC, WiFi is a country house in Chipley, with 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: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,316.

From$188/night
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Container Glamping With Nature Views / Jacuzzi / WIFI / FirePit - Chipley, FL
10 ★ 3 reviews

Container Glamping With Nature Views / Jacuzzi / WIFI / FirePit

Apartment, Chipley

Container Glamping With Nature Views / Jacuzzi / WIFI / FirePit is a apartment in Chipley, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About Container Glamping With Nature Views / Jacuzzi / WIFI / FirePit

Container Glamping With Nature Views / Jacuzzi / WIFI / FirePit is a apartment in Chipley, with pet-friendly space. 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, washer, and dryer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $710.

From$101/night
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Family-friendly vacation rentals in Chipley, FL

Plan a trip with stays that give families more room to spread out.

Private Lakefront Home on Compass Lake! Private Dock! Quiet Family Escape - Chipley, FL
10 ★ 41 reviews

Private Lakefront Home on Compass Lake! Private Dock! Quiet Family Escape

Holiday Home, Chipley

Private Lakefront Home on Compass Lake! Private Dock! Quiet Family Escape is a holiday home in Chipley, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Private Lakefront Home on Compass Lake! Private Dock! Quiet Family Escape

Private Lakefront Home on Compass Lake! Private Dock! Quiet Family Escape is a holiday home in Chipley, with parking, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,093.

From$442/night
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Outdoor Entertainment Area: Fountain Family Home! - Chipley, FL
10 ★ 1 reviews

Outdoor Entertainment Area: Fountain Family Home!

Cabin, Chipley

Outdoor Entertainment Area: Fountain Family Home! is a cabin in Chipley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Outdoor Entertainment Area: Fountain Family Home!

Outdoor Entertainment Area: Fountain Family Home! is a cabin in Chipley, with parking, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,988.

From$427/night
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New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach - Chipley, FL

New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach

Cottage, Chipley

New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach is a cottage in Chipley, with pet-friendly space, easy beach access, and parking. This stay gives travelers…

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About New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach

New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach is a cottage in Chipley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,361.

From$194/night
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Outdoor Entertainment Area: Fountain Family Home! - Chipley, FL

Outdoor Entertainment Area: Fountain Family Home!

Cottage, Chipley

Outdoor Entertainment Area: Fountain Family Home! is a cottage in Chipley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Outdoor Entertainment Area: Fountain Family Home!

Outdoor Entertainment Area: Fountain Family Home! is a cottage in Chipley, with parking, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,467.

From$373/night
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Pet-friendly vacation rentals in Chipley, FL

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

4-bedroom Lake House 45 Minutes from the Beach! - Chipley, FL
10 ★ 7 reviews

4-bedroom Lake House 45 Minutes from the Beach!

Holiday Home, Chipley

4-bedroom Lake House 45 Minutes from the Beach! is a holiday home in Chipley, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About 4-bedroom Lake House 45 Minutes from the Beach!

4-bedroom Lake House 45 Minutes from the Beach! is a holiday home in Chipley, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,202.

From$315/night
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Tranquil 4 bedroom fully furnished home located 35 miles from Panama City Beach. - Chipley, FL
10 ★ 2 reviews

Tranquil 4 bedroom fully furnished home located 35 miles from Panama City Beach.

Holiday Home, Chipley

Tranquil 4 bedroom fully furnished home located 35 miles from Panama City Beach. is a holiday home in Chipley, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Tranquil 4 bedroom fully furnished home located 35 miles from Panama City Beach.

Tranquil 4 bedroom fully furnished home located 35 miles from Panama City Beach. is a holiday home in Chipley, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,490.

From$213/night
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Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery - Chipley, FL

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Apartment, Chipley

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery is a apartment in Chipley, with pet-friendly space and pool access. This stay gives travelers a comfortable…

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About Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery

Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery is a apartment in Chipley, with pet-friendly space and pool 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, hot tub, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $766.

From$109/night
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Vacation rentals with parking in Chipley, FL

Find vacation rentals that make arriving by car easier.

Merritt's Mill Pond Hideaway - 2.5 acres of waterfront paradise - Chipley, FL
10 ★ 4 reviews

Merritt's Mill Pond Hideaway - 2.5 acres of waterfront paradise

Holiday Home, Chipley

Merritt's Mill Pond Hideaway - 2.5 acres of waterfront paradise is a holiday home in Chipley, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Merritt's Mill Pond Hideaway - 2.5 acres of waterfront paradise

Merritt's Mill Pond Hideaway - 2.5 acres of waterfront paradise is a holiday home in Chipley, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,774.

From$396/night
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Country Cabin in Private Setting - Chipley, FL
10 ★ 3 reviews

Country Cabin in Private Setting

Cabin, Chipley

Country Cabin in Private Setting is a cabin in Chipley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Country Cabin in Private Setting

Country Cabin in Private Setting is a cabin in Chipley, 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, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,378.

From$197/night
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Caverns Crossing --- CLOSE to Chipola , MERE ball field & the Caverns State Park - Chipley, FL
9.6 ★ 24 reviews

Caverns Crossing --- CLOSE to Chipola , MERE ball field & the Caverns State Park

Holiday Home, Chipley

Caverns Crossing --- CLOSE to Chipola , MERE ball field & the Caverns State Park is a holiday home in Chipley, with pet-friendly space and parking. This stay gives travelers a comfortable…

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About Caverns Crossing --- CLOSE to Chipola , MERE ball field & the Caverns State Park

Caverns Crossing --- CLOSE to Chipola , MERE ball field & the Caverns State Park is a holiday home in Chipley, with pet-friendly 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 cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,760.

From$394/night
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An entire house for getaway, totally private with a private parking - Chipley, FL
8.4 ★ 11 reviews

An entire house for getaway, totally private with a private parking

Holiday Home, Chipley

An entire house for getaway, totally private with a private parking is a holiday home in Chipley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About An entire house for getaway, totally private with a private parking

An entire house for getaway, totally private with a private parking is a holiday home in Chipley, with 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, ac, air conditioning, internet, and non smoking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,319.

From$188/night
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Other places to stay in Chipley, FL

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