
House vacation rentals in Wakefield
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Quick stats about house rentals in Wakefield

Total vacation rentals
Explore 60 vacation rentals in Wakefield

Nightly prices starting at
Wakefield vacation rentals start at G$18,839 GYD per night before taxes and fees

Verified guest reviews
Over 1,690 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Wakefield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wakefield rentals

4.9 Average rating
Wakefield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Wakefield
Guests agree: these houses are highly rated for location, cleanliness, and more.

Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Pine River Pond
Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

In the Trees - NH w/ Lake Access
RELAX in this BRAND NEW getaway with all the necessities to escape reality! Nestled on a hill within the trees, unwind with a beverage on the back deck or lower lounge and relish the peace and tranquility the property offers. Steps away from the beautiful Province Lake, take a swim or launch your boat for a cruise. Enjoy a scenic round of golf at Province Lake Golf Course & then enjoy a meal at the local restaurants or take a drive to explore Wolfboro (30mins) or North Conway (45mins).

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Unique Country Retreat with Mountain Views!
Relax and enjoy this welcoming home, thoughtfully staged for your comfort and convenience. Whether you're visiting for a weekend getaway, family vacation, or business trip, you'll enjoy spacious living areas, comfortable furnishings, and all the amenities needed for a memorable stay. Centrally located in the Lakes Region attractions, it is an easy twenty-minute drive of Bank of NH Pavillion, Lake Winnipesaukee, Gunstock Mountain Resort, Loudon Speedway, Wolfeboro & much more.

The LOTUS welcomes you, stay a while
The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Renovated Luxury Lakefront w/ Beach/Dock/firepit
Whether you're seeking a peaceful escape or an adventure-filled lake getaway, this home has it all! Enjoy 90+ feet of private beach—perfect for swimming, boating, fishing, or relaxing. The spacious backyard with fire pit and grill is perfect for cozy evening gatherings with friends and family. Just a short drive to hiking, skiing, North Conway shops, and Wolfeboro center. Steps from snowmobile trails. Inside, unwind in a newly renovated, modern lakefront home.

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Kirkland Cottage (A ski and lake escape)
Welcome to Kirkland Cottage - great base for all New Hampshire has to offer! We’re a two minute drive from Ossipee Lake and right near the White Mountains, so you can explore lakes, mountains, and hiking trails. We are only an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.
Popular amenities for Wakefield house rentals
House rentals with a pool

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

Sanctum by the Lake

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Spectacular log home with private pool and hot tub

Charming Lake Comm Bungalow - EV charging/86” tv

Lakeview Paradise-Pool-Tennis-Fireplace
Weekly house rentals

Riverfront Paradise-Sauna, Hot Tub & Pet Friendly!

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Wooded Hideaway w/ Province Lake Access

Gorgeous Views, Outdoor Oasis, Dog Friendly

Moody Farm Retreat

The Blowfish - Oceanside Escape

Owl’s Nest Cabin with Hot Tub Near Lake & Trails

NH Lake House w/Private Beach, Hottub, & Lg Deck
Private house rentals

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Rustic Forest Escape

Maine Vacation Home on the Water

Walk to Province Lake, boat access, firepit, pets

Hope's Haven-Lakefront House with Beautiful Views

Lakefront Retreat near Gunstock with Hot Tub

Tall Pines Lakeside Cottage

Farmhouse Retreat, Dog Friendly w/ view & deck
When is the best time to visit Wakefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,283 GYD | G$64,679 GYD | G$51,701 GYD | G$47,096 GYD | G$62,377 GYD | G$73,261 GYD | G$87,913 GYD | G$88,960 GYD | G$65,307 GYD | G$63,842 GYD | G$58,609 GYD | G$57,772 GYD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
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- Rentals with a patio Wakefield
- Rentals with a fire pit Wakefield
- Family-friendly rentals Wakefield
- Rentals with beach access Wakefield
- Rentals with a washer and dryer Wakefield
- Rentals with a fireplace Wakefield
- Rentals with lake access Wakefield
- Rentals with outdoor seating Wakefield
- Pet-friendly rentals Wakefield
- Rentals with a kayak Wakefield
- Waterfront rentals Wakefield
- Beachfront rentals Wakefield
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- House rentals United States
- White Mountain National Forest
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Squam Lake
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Loon Mountain Resort
- North Hampton Beach
- Short Sands Beach
- East End Beach
- Tenney Mountain Resort
- Cape Neddick Beach
- King Pine Ski Area
- Gooch's Beach
- Snhu Arena
- Cranmore Mountain Resort
- Footbridge Beach





